SCIENTIFIC ABSTRACT NESMEYANOV, A.N. - NESMEYANOV, A.N.
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December 31, 1967
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SCIENTIFIC ABSTRACT
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U%MYAKOVg A.N.,, akademitc.
~ .;-1- 1~ . I ~
On the border line between sciences. Taulm i %hIzu' 25 no-3:1-z
Mr '58. (MM 11:4)
1, Proxident AN SSSR.
(Sciande)
--RgSnTANOTs A.N., almdamik
Chemistry In the science of abudance. Tskh.zol. 26 no.8:" 158.
(NM 11: 9)
I.Fravident AN SSSR.
(Polymers)
IMMANOT, A.1, , akadealk
Solestifla front. Teld6soL 26 no.10:10--il 058. (KIRL U:12)
1. AN =M
(liallearoh)
11
AUTHORS: rteameyanov, A. N.j Perevalova, E. G., (Moscow) 74-27-1-1/4
TITLE: Cyclopentadienyl Compounds of Metals and Compounds Related
to Them (Tsiklopentadiyenillnyye soyedineniya metallov i
rodstvennyye soyedineniya)
PERIODICAL: Uspekhi Khimii, 1956, Vol- 27, Ur 1, PP- 3-56 (USSR)
ABSTRACT: Initially the author deals with the problem of the possible
separation of organic iron compounds. In 1951 - 1952 a
special class of metalorganto compounds (special as to their
structure and properties) was discovered. When trying to
synthesize dicyclopentadienyl, C H - C H , Kealy and Fauson
obtained a substance containing kr9a anj 5hydrogen, which
later was called ferrocene and which attracted the attention
of all chemists. In the course of the further investigation
of the dicyclopentadienyl, derivatives also the problem of
the limits of the possibility of applying the theory of
valence became topical. A detailed description of the methods
of obtaining dicyclopentadienyl compounds of the metals is
following. On the physical properties and the structure of
Card 1/3 the ferrocene: The first investigations showed that its
Oyclopentadienyl. Compounds of Metals and Compounds Related 74-27-1-1/4
to Them
structure, as assumed by Pauson,did absolutely not correspond
with its physical and chemicai properties. The author deals
with the magnetic properties of the ferrocene, discusses the
results of the radiographic investigations of the known
crystals of ferrocene, which confirm their so-called sand-
wich-structure. Also the method of electron diffraction was
confirmed by this structure. Then follows a discussion of the
results of the spectroscopic, thermochemical and polaro-
graphic investigation of the properties of ferrocene. Moreover
the author occupies himself with the electron structure of
the dicyclopentadienyl derivatives of the transitional netals.
The chemical properties of the ferrocene, its oxidation and
the reactions (with the destruction of the compound of iron
with cyclopentadienyl rings) are discussed in a very detailed
way. A discussion of the acylation of the ferrocene is
folloving. After the interaction took place (ferrocene-acetyl
chloride) diacetyl ferrocene was obtained; in a similar way
di-p-ohloro-propionyl-chloride ferrocene and di-o-carboxy
benzoyl ferrocene were obtained. The investigations made it
evident that there are acyl groups in all diacyl ferrocenes
Card 2/3 in'several rings of the ferrocene nucleus. The investigations
Cyclopentadienyl Compounds of Metals and CompounTs Related 74-27-1-1/4
tb Them,
with dibenzoyl ferrocene showed similar results. The reactions
of the intramolecular acylation of the ferrocene have already
been carried out by Neameyanov, Vol 'kenau and others. In
these reactions 1,1-di-(4j-carboxyl-propionyl)-ferrocene was
obtained with a yield of 18%. According to the reduction
carried out by Klemmensen di-(,.)-carboxy-propyl)-ferrocene
was obtained with a yield of 77%. Further descriptions of the
synthetization of cyclopentadienyl-ketotetrahydro-indenyl-
-iron and -ferrocene carried out are following. (References
XIII, XIV, XV, formulae p 14). Then a detailed discussion
of the possibility of an alkylation of the ferrocene is
following. There are 11 tables and 219 references, 39 of which
are Soviet.
1. Cyclic coi~pou~ds-Analysis 2. Cyclic cormounds--Synthesis
Card 3/3
1UTHOR: Nesmejanov, A. N., Academician 30-1-2/39
TITLE., On the Launching of the First Artificial Earth Satellite
(K zapusku pervykh iskustvennykh aputnikov zemli).
PERIODICAL: Vestnik AN SSSR, 1958, Vol. 28, Ur 1, PP. 5-7 (USSR)
ABSTRACT: Whole epochs in the history of mankind can be named after
discoveries or inventions. These epochs are, however ,
short. Thousands of years separated the atone age fro.. the
broaze age and the same is the case with respect to the
latter and the iron age. Only some decades were, however,
necessary to change over from the age of steam and the
.railroads to that of combustion engines and electricity.
Uany of such important dates or periods remained unnoticed
because, at that time, they were not understood. The
following dates of this kind are mentioned:
1) March 6, 1869o when, in the course of a meeting of the
Russian Chemical Society, D. 1. Uendeleyev and H. A.
Henshutkin delivered a short report on the discovery of
the periodic system of elements.
2) In the summer of 1882 the first aircraft, constructed by
Card 1/3 Mozhaykiy, which was heavier than air, took place.
On the Launchingof the First Artificial Earth Satellite '50-1-2139
3) On March 120 1896 A. 3. Popov, at a meeting of the
Russian Physical and Chemical Society, demonstrated his
device for wireless telegraphy.
4) In 1895 K. E. Tsiolkovskiy was the first to surgest
producing artificial earth Bate'lites.
The technical difficulties which arose when the first cosmic
flight was carried out in practice were the following: A
powerful driving mechanisp had to be constructed which would
operate reliably for a sufficient length of time at extremely
tense thermal conditions. It was further necessary to
develop a light and solid rocket construction which would be
able to withstand the great stresses during flight. The
parameters of the construction of the rocket, of the driving
mechanism, and its fuel had, together, to warrant a minimum
rocker velocity of 8 km per second and thus to reader
conveying the earth satellite to an orbital heifht of some
hundred kilometers possible. The 4. October 1957 marks the
beginning of a new era, viz. the era in which man penetrated
into interplanetary space. This success could be achieved
only thanks to the high level of Soviet science. It was necessary
Card 2/3 to carry out investigations in the field of aerodynamics,,-
on the Launching of the First Artificial Earth Satellite 30-1-2/39
supersonic velocities, as %fell nq of radio ramote control,
and theoretical work had to be perfo,Lned aincerninC the
dynamics of rocket motion and automatic control. Nev,
lieht, solid, and refractory materials had to be found,
as well as fuels of high calorie content. For the scientific
apparatus of the earth satellite it was necessary to provide
light, small gabarit constructions. The ionosphere, cosmic
radiation, tensional modifications of the magnetic field at
great heights, and many problems can now for the first time
in history be observed and investiCatmd by means of earth
satellites (above the air atmosphere). Besides, also very
interesting investigations concerninE the behavior of livinC-
beings are carried out in Creat heiGhts. All these investiCatiors
may be looked upon as a preparation for fliGhts to the moon
and other planets. The launching of artificial earth
satellites may therefore to describe! as the beginninG of
a new era in the history of mankind., i. e. the cosmic era.
AVAILABLE: Library of Con.-ress
Card 3/3 1, SatelUte-Launching
MIWANDV, A.N.., almdeadk
Great conquest of Soviet science. Test. AN sssR 28 no.M-3-9 N s58.
(Artificial satellites) (Science) (KIU 11:22)
D.I.,Wmdamik;.
VASILITICT, im.;GUSHCHW, SIWHUSAKOT
A.R., prof.: EgRU". S.A..
akmdam*; ZMMVICH. L.A.;,GRAWV, A.S.; GOLaMYSM, M G., Vrof.:
STARMVICH, X.P., prod.'
Ahead with the drum! Znan-811a 33 no.12:24-25 D l5a.
(WRA It: 12)
I* Chlen-kvirresPondsgt AN SSSR (for Zendsvich). 2. Direktor lauchno-
Issledovatel'skogo Instituta proyaktirovanlya obahchestyenafth zdaniy
I soorachenty (for Gradov).
(Science)
usmAmy, A.U.. almdemik
pasks of the k"emr of S~Miencdg of the US,S,P, and acceleration
in the development of the chemleal Industry and partlemlar2y t1w
produotloz!of synthetic materials &ad articles from than for the
satisfaction of the demands of tho population and the necessities
of tits nationel economy, Priroda 47 no.9:3-14 S 158. (KERA 11: 9)
1,President AT SSSR.
(Nacromolecular compounds) (Chemical Industries)
J~ f ~,# /7-/ t; r d
AUTHORS: Nor
AjAngYA*-1Lt,,_ Acadadelazi
'Reutovs 0* A*., KWILl", F.
TITLE.' The EAployment of the Isotopic Method in Studying the Stereochemistry
of Replacement Reactions at the Glefinic Carbon Atom (Izucheniye
stereokhimiii reaL-tsiy zameshcheniya u olefinovogo atona ugleroda a
pomoshchlyu Izotopnogo metoda).
PERIODICAL: Doklady AN SSSR, 19581 Vol- 118., Nr 1, pp. 99-102 (USSR).
ABSTRACT." Together with Borisov the first author (reference 1) established the
following rule: electrophile and homolytic replacement reactions ta-
ke place under conversation of the cis- and trans-configuration.
This rule was derived in the study of the metal exchange in the sew
ries of stereoisomeric organometallic compounds of the type:
C 90C and =C,
By employing the method of isotopes the authors in this paper di-
rectly proved the correctness of this rule. As example of electro-
Card 113- phile reactions they studied the interaction of transand cis.p-
The Employment of the Isotopic Method in Studying the 404-26/58
Stersochemistry of Replacement Reactions at the Olefinic Carbon Atom.
chloroviny-1-mercr chloride with sublimate labelled with radioaca
tive mercury, Hg4 a . The reactions were carried out in an acetone
solution in the cold. In both cases the isotopic equilibrium was.
soon obtained (within 5 minutes). The stereochemic~l initial confia
guration of the chlorovinyl group was on that occasion strictly con-
served. As homolytical reactions they studied the interaction of
metallic mercury labelled with HgMO* with trans. and cis4-chloro-
vinyl.aercury chlorides, as well as that with bis-trans. and biswcls.-
P-chlorovinyLwwreury. All 4 above-mentioned organo-mercury compounds
readily react in acetone in the cold with finly distributed metallic
mercury. The isotopic equilibrium is attained after some hours. The
configuration of the chlorovinyl groups is always conserved in this
connections During the interaction of the metallic mercury with
trans- and cis4-mercuryvinylehlorides a side reaction takes place
under formation of calomel and acetylene, This is an example of the
double reactivity-which is so very characteristic of all P.-chloro-
vinyl-organometallic compounds. The two electrophile and the two
first homolytical. reactions require an additional discussion. The
observed stereochemistry of these 4 reactions was not the result of
Card 2/3 one but of several processes* It may be stated that these 4 reac-
The Employment of the Isotopic Method in Studying the Stereochemistry 20-1-28/58
of Replacement Reactions at the Olefinic Carbon Atome
tions, do not proceed over the equilibrium, but that 9gC12 and gg
directly react with the P-6chlorovinyl.-caercury chlorides. Thus. the
re8ults obtained here are a direct proof of the conservation of the
configuration at the olefinic carbon atom during the electrophile
and homolytical replacement reactions. An experimental part with
the usual data follows.
There are 4 refererfees* 3 of which are Slavic.
ASSOCIATION: No"aw ftate,-UntVarofty J=nj N.V. Imonsov.(Moskovskiy gasudarst-
vennyy univeraltet imeni M. Va Lamonosova).
SUBMITTED'* October 22, 1957.
AVAILABLE: Library of Congress.
Card 313
A) CS Ove
/~,~ ya, 1A.I., 2o-2-2
AUTHQRSI s. meyanov, ~ H., Academician, Ujbinoka, 5/60
TITUa
PZRZODICALs
ABSTRACTe
Card 1/2
A-Direct Synthesis of the 4-Substitated Salts of I-Lzadehydro-
'Pryamoy aintez 4-zameahahennykh soley 1-azade-
quinolysinium (
gidrokhinoliziniy&).
Boklady AN SSSR, 1958, Vol. 118, Hr 2, PP. 297-296 (USSF)
The authors recently-published (reference 1) the method of syn-
thesis of the salts of 4-alkyl-l-azadehydroquinolysinium. It io
based on the condensation of a-aninopyridine with acyl-acetal-
aldehyde-acetalene (reference 2) and on the subsequent ring
closure of the obtained condensation-products by means of con-
centrated acids (UBr, HC101). In the present paper the authors
considerably simplified th a method by showing that the same
compounds may be produced by a direct condensation of P -chloro-
vinylketones with a-aminopyridine under the influence of 70%
perchloric acid. The acyl-acetaldehyl-acetals (roference 2) read-1
ily developing from V chlorovinylketones enter this type of
hyterocycle-closure-reaction with the same resalt. This variant
of the method under review may win independent importance, as
the first homologue of the aeries of acyl-acetal-aldehyde-ace-
tale, namely aceto-acetaldehyl-acetal, recently became a tech-
A Direct Synthesis of the 4-Substituted Salts of I-Azadehydro- 2 :,-2-25/6o
quinolyalnium.
nical product and may easily be produced from dia,~etyiino (rvf.
3,4). The method of oyathesis worked out here aljo yioli!,~d the
possibility of producing 4-phenyl-l-azad-,~-liydroquinol~,.,3i-,..i,~.i.,-
perchlorate. The structure of the produced salts was proved,
earlier (reference 1). go 2-substituted isomers were fo.~z.d in
these wo cases. Production methods (2 respectively), j~-lda
and constants for perchlorates of 4-methll-, 4-propyl- EL%d 4
phenyl-l-azadehydroquinolysinium are given in the
part. There are 4 references, 2 of which are Slavic.
SUBMITTEDs September 18, 1957
AVAIIABLEt Library of Congress
Card 2/2
A/ ";71V a 4-1 1V /V
AUTHOR: Yeameyanovy A. N Academiefta 20-3-26/59
Vol%-e-zta-u-,--#. A.,, Villchevskaya, V. D.
TITLE: Intranolecular Loylation in the Ferrocene Series
(Vautrimolekulyarnoye atsilirovaniye v ryadu ferrotsena).
The Cyclization of r-Ferrocenyl Substituted Acids and
Ketoacids (Tsiklizatsiya r-forrotsenilzameshchennykh kislot
i ketokielot).
PERIODICAL: Doklady AN SSSR, 1958v Vol. 118, Nr 3, Pp. 512-514 (USSR)
ABSTRACT: This kind of acylation was proved by the authors in the
ferrocene series (ref. 1). The present work is an extension
and continuation of it. By interaction between ferrocene and
the anhydride of chlorine of P-carbometoxypropionia acid
P-carbonatoxypropianyl-ferrocene was produced and from this
P-carborypropionyl-ferrocene. With the latter substance no
cycle could be formed by the action of polyphosphoric- or
sulfuric acid. Then it was reduced to 63-carboxypropyl-
ferrocene according to Klemmensen. This was easily oyalisated
by heating with polyphosphorto acid. On this occasion keto-
h,ydro-indanyl-cyolo-pentadienyl-iron was formed. Its structure
Card 1/3 was proved by: I.- The production of a derivative after the
Intramolecular Acylation in the rerrocene Series. 20-3-26/59
The Cyclization of r-rerrocenyl Substituted Acids and Ketoacids
ketogroup; 2,- Bromination which lead to pentabromo-
cyolopentanp that is to say a non-substituted cyclopenta-
dienyl-ring was proved in the molecule; 3.- The
infrared spectrum (1008 and i1o6 am-1). Furthermore the
cyolization rith o-oarboxy-banzoyl-ferrocene was
investigated. Contrary to the ferrooenyl substituted keto
acids of the aliphatic series o-carboxybenzoylferrocene can
easily be cyclisated with polyphosphoric- and concentrated
;sulfuric acid. On the same.conditions this occurs also with
o-carbometoxybenzoylferrocene. Thus a complete analogy with
benzene derivatives is observed. As is known benzoyl-
propionic acid can not be cyclisated while o-benzoyl-benzoe
acid easily forms anthraquinone with simple heating. The
results mentioned above prove the final conclusion (ref. 1)
that ferrocenyl substituted carboxylio acids are subjected
to an intra-molecular acylation and this in the same
oyclopentadienyl ring which already contains a substituent.
The same applies even for the o-oarboxybenzoyl-ferrocene in
which this ring is already somehow deactivated by the CO-
Card 2/3 group in It. 0-carbozypropionyl ferrocene can not at all be
Intramolecular Loylation In the Ferrocene Series. 20-3-26/59
The Cyclixation of I'-jPsrrqoeny1 Substituted Acids and Zetoacids
cyclisated. The reason for this has still to be found.
An experimental part with the Usual data follows.
There are 4 references, 3 of which are Slavic.
ASSOCIATION: Institute for,Zlementary-Organic Compounds AN USSR
(Institut elementoorganicheakikh soyedlneniy Akadenii nauk
335R).
5 M ITTED; August 10# 1957
AVAILABLE: Library of Congress
Card 3/3
A. N. , U~,Ober .~,f the AT-0-I.-Y, ~.Tj I
7/6
rR~-Zevajovv'- t. G;-, N "..-m 0. A.
T1 TLS Direrrocertyl Mercury Reactions
(Rijttkt.,.;i1 diferrotceyill-ettiti)
PERIONCAL: DoIA-ladl Akademl.1 UAuk .14SH, 1~)Ijtlf Vol# 'W), Nr 2,
PY0 288-2~11 (USSSR)
A.BSTIRACT: An it was proved already the ferrocene- merrnix%y dorivatives
produced by tho authom for the first i me ( Poll' 1 ) c Fi a b e
ut:;ud ror tho syntheeis of' the ferroOclriij dfrivat.!*1fj--;. fl"e
authors produced h~,.Iold fervocenes. by v~,oyo~
with iodlne and bromine (rof 2). 111 Li-~
tive meritiont-d ',n
interaction ot' thz) dr-rivat
triphonyl oh1ovumiA4:inr,;, ffith haloid
carboxylio and uulfoain avidil" With thjOyallugir. (In ULai;u
naseendi) and Pith nclt;nluro ff~k., ut,flizvd.
Diferrooenyl mercury rsantv w.l.th 'Pir,"i.-myl Ailorombthane
under not rigourous conditions tad
triph~-nylmethana vith t~ yiiild ot 18 of .,1)o %li.-orr-tice.11y
possible yieLl and a &faull amourit vi
Cud 1/4
111ferrocanyl Nercury Reactions /60
**action takes Place under gies,ber diffioultj -es witfi
Sulfonia acids chloranhydridas. Thus, diferroAoenyisulfone
and phenyl ferrocenylsulfone are produced in a yield
5-6 % on the heating of diferroceny! mercury Pith ~,hlcr-
anhydrides of the ferrocene and benzene sulfonic acid.
On this occasion 35-38 % of the diferroceny'l. mercury are
converted into forrocene. Reaction w1th avetyl chloride
takes placed even under greaten 4ifficulties. Acetyl
ferrocene only forms in a yield of % and ferrocene forms
in great quant4ties as described above. Diferrooenyl
mercury does not react at all with benzoyl ahloride. Reactiais
take place morg easily with sulfo iodides. In the reaction
with iodine anhydride of the benzene sultonit !tcid pheuyl
ferrocenyl sulfoac- forms in a yield of 22 A. .
aercury forms a complex with thiacyanogen excess. If " he
latter is processed by meqns of a watery solution of
sodium thiosulfate diferrceenyl disulfi4e form.,, in
of 15 % calculated *ith reference to the m(~-rc,,~ry
which entered reaction. 12 % of the diferrocc-n~~'-, merc,,iry
Card 2/4 remain unchanged. Probably the originally fcz-xed
liferrocenylKeroury Reactions 20-119-2-27/60
Wa*y&AaC*n ferrocenot to reduced Into disulfide by the
action-of thiolulfatel moreovor 25 % of the diferracenyl
mercury which entered the reaction are converted into
firrocenwo With SOr the mention*d-oompound forms
4
diforrocayl selenium In s~yield of 21 %. On this occasion
selenium is reduced to bivalence. lit all eases the reaction
product to precipitated either totally or partly in an
~.Oxidised (for cinium) form and is then reduced by sodium
thipaulfatt, Thus, the1uportant nucle6phillc activity
of the C-atons in ferrodene (easy electrophilic subsitutu-
tion.of the 3 &tons of the cyclopentadionyl rings) is ex-
pressed also in the properties of the mercury derivative's
of.ferrocon*: diferroa*nyl mercury reacts with sulfohalides
under slighter conditions than diphonyl mercury (ref a 3,4).
The occurrence of ftrrocent in all reactions investigated
(oxc*pt for 9*2r ) an by'-product is possibly due to the
forming of the firrocanyl radical which carries along
the hydrogen from the solvent or from other ferropenyl
Card 3/4 groups. An experimental part with the usual data follows.
AUTHORS- Neame - Member, Academy of 20-119-3-29/65
Sciences, USSR, Borisov, A. Ye.y Novikove,
F-. . V.
TITLE. Conservation of Propenyl Radical Configuration in Metal
to Metal Transition Reactions (Sokhraneniye konfiguratsit
propenillnogo radikala v reaktalyakh perekhoda ot metalla
k metallu)
PERIODICAL: Doklady Akademii Nauk SSSR, 1958, Vol. 1190 Nr 3,
PP. 504-505 (USSR)
ABSTRACT, The authors continue their papers on the stereochemistry
of the atom exchange reactions (ref 1). The atoms are
connected with the olefine-hydrecarbon. The authors realized
several transitions of the cis- and correspondingly of the
trans-propenyl-radical in starting from the stereo-isomeric-
1-bromo-i-propenes (table 1). These bromides were transformed
by action of lithium in ether at +5 to -10C int4p corresponding
stereoisomeric lithium-propenyl compounds and further int;i
several propenyl-organometallto compounds of Ng, Sa and T1
by subsequent exchange reaczlons at reduced temperatures.
Card 1/3 Corresponding stereoisomers of ~!rotonic acid were formed
C,onservation of Propenyl Radical Configuration in Metal to 20-119-5-2~/65
Metal Transition Reactions
by C02 action. The configuration of the initial brozo-
propene is known as well as rho configuration of the
crotonic- and isocrotonic acid. The configuration of the
two compounds of lithium-propenyl which were formed by
lithium action on an ether solution of a corresponding
bromo-propene at 5 to -70C was proved by the presence of
frequencies 700 and 1623 cm-1 in the infrared spectrum
which belong to the aubstances formed by cis-bromo-
propene, whereas in the same spectrum of its stereolsomer
frequencies 975 and 1645 cm-1 occur. This characterizes tjr'_9
first organolithium substanae as cie-, the latter as a
trans-isomer, The exchange reactions of these isomers of
lithium-propenyl with HgBr 2 and TlBr3 passed under
conservation of their configurations, exactly like all
other exchange reactions of the metals investigated by t~:J:
author. This is proved by the delimitation of the tran.~-
formation region of the cis-lithiiim-propenyl from the
domain of the tranx-lithium compolind and by the method of
even and uneven cycles (ref 1). The transitions 6,7; 7,6;
Card 2/5 5; 7i 8, 12, 11. 5; 7, 8~ 12, 1, 9. 6 and 11, 9, 10
Conservation or Propenyl HadIcia Configuration In Metal 20-119-3-29/65
to Metal Transition Reactions
actually contain in the transformation series of trans-
lithiun-propenyl and the corresponding transformations 18,
19; 19, 20, 17; 19, 20, 24, 17; P-3, 24; P-3, 210 22 - 2, 3,
5, 6 terms; they are cyclic, i.e. they return, each time to
the initial stereolsoner, independently of the number of
.terms. Therefore each probability or reactions with
inversions of configuration is excluded. Thus the above
material once more confirms the rule concerning the
conservation of configuration in electropbil or honolytical
substitutions of an olefine-hydrocarbon (ref 3) put up by
the authors. The transformations 1, 13, 8, 20, U and 23
are here apparently hcmolytical, whereas the others are
electrophil. There are 1 table, and 8 references,
5 or which are Soviet.
ASSOCIMON: Institut elenentoorgenicheakikh soyedineuiy Akademii nauk
SSSR (Institute of Elemental-organic Cmpounds AS USSR)
SuBmrrm': November 20, 1957
Card 513
ATHORS N;1e1GmGT OVJL_A. _NjL_Meaber, Academy of 20-119-4-23/60
en
c enaes, USSR, Borisov, A. Ye., Movikova, M. V.
TITLE: Preservation of Configuration of the Propenyl Radical ia the
Reactions of Cis- and Trans-Propenyl Lithium With Oxo-
-Compounds (Sokhraneniye' konfigarataii propenillnogo radikala
v reaktsiyakh tsis- i transpropenillitiya a oksosoyediaeaiyami)
PERIODICAL: Doklady Akademii Nauk 535R, 1958, Voli 119, Nr 4,
PP,d 712-715 (USSR)
ABSTRACT: In previous reports (ref. 1) the authors proved that
the reactions of qlaetrophilic and homolytic exchange
usually taM plaze with the conservatioa of geometrical con-
figuration, at the olefine-carbon atom which is responsible
for the cis-, trans -isomerism. Thl-s was prove4 in numerous
ceze a of metal-metal excftange. It is the object of
the present paper to show that this is possible in the case
of an electrophillcoubstitution of a metal atom by a carbon
atom in the reactions mentioned in-the title. The production
method of the isomers in question is described; their
constants are given. A corresponding quantity of ketone or
Card 1/3 aldehyde was introduced to 200 ml of dry ether of an ether
Preservation of Configuration of the Propenyl Radical in the 20-119-4-23/60
Rw4ctions of Cis- and Trans-Propenyl Lithium With Ozo-Compounds
solution of the two isomers mentioned in the title, stirred
for two hours, and decomposed by a saturated solution of
ammonium chloride. The reaction product which was dried by
means of potash was distilled. Reaction products of the two
isomers with acetone, acetophenone, benzophenone, p-chloro-
benzophanoae, as well as with acetaldehyde and benzaldehyde
were investigated, too. In the case of interaction of ketones
with cis-propenyl lithium corresponding tertiary alcohols
are formed from the last mentioned compound; with aldehydesp
however, secondary alcohols with a cis-configuration; trans-
-propenyl lithium forms here corresponding trans-compounds.
The configurations of the products were determined from the
oscillation frequencies of the infra red absorption spectra
(table 1). Vx4jetillet products have exactly the sane
frequencies. The configuration was confirmed additionally
by the known catalytic affiliation of two hydrogen atoms to
the acetylene derivatives in a cis-position (ref- 4) for the
cis-isomer of the 1-methyl-butene-2-ol-1. The cis- and trans-
-isomers of further dimethyl-butenes were also identified as
Card 2/3 p-nitrobanzoates (table 2). Thus the configuration of the
Preservation of Configuration of the Propenyl Radical in the 20-il9-4-23/60
Reactions of Cis- and Trazza-Propenyl Lithium With Ozo-Compounds
olefine radical is conserved also in
in the titlev in an analogous way as
authors in ref- 5- Thus the general
initially mentioned rule in nroved.
5 refereaws., Z bf which are Soviet.
SUBMITTED: November 20, 1957
the reactions mentioned
described by the
inportanae of the
There are 2 taWea and
Card 3/3
AUTHORS: esmeyanove_A. ff. 'Member, Academy of 19 - 51 - 3 9)5 9
sciences, USSR# Perevalovat E. G*t
Churanov, S. S., Nesmsyanova# 0. A*
TITLE: The Reactions of Ferrocens Sulfonio Acids (Reaktaii
forrotsensul#fokislot)
PNRIODICAL: Doklady Akademli Nwik 593Rt 1958, Vol. 119, Nr 5P
Pp. 949-952 (USSR)
kBSTRW,T: After having deRcribed ierrocene by various PtOf'onoting
reagents and some d4rivatives of ferrocene sulf,',ul'o s.64a
in an ser!Jer paper (reference 1) the Authors in the
prevent paper deftl wilth a number of further "alfurous
substituted ferroc-Fnf4p which they obtained. Further an
attempt was made to realtze the exchange reaction of thq
aulfo group. By interaction of the lead asIt -,if ferrncP-ne
disulronin Raid Fq(C 5N~"Y2 MOP with phoaphn--tin
trichloride thoy obtained monoohior anhydr-ide
WWAIFI Fee H so It. Phosphonts oxyohioride with the, lead
4 d 3
Bait of' the di-scid forms the acid dachit~ride qt ferroapne
Card 1/4 disulfonia acid. The lead salt of aonasttlfonio acid Is
The ReaotioirS of Ferrocene Opulfr.,nl c Acids
oxidizel by phosphorus oxychloride to ferrie-inium-nation,
on which occaainn an intensive dark green color is prcdliced.
It is neither possible to obtain acid chlorides nor mona
or disultonic acid from barium salts. By he&tirig of
ferrocene dioulfoahlorlde with diethylamino the big
(diethylamide) of ferroctne disulfonia said
FeL-C5R4so2H(C2H5)2 72 was produced. From forroeene mono-
xuIV,ii-hl.oriff-i ttiey produced 4telhylamide, the sodium 3att
of sulflnio acid# diferroceny1disulfide and thicstarroeRool,
the latter as 2 derivativest bnnzoate and
glycolic avid. Thjafqrroceno1 is in the air rapi(O.y
converted to a dtieulfid,,~. In the infrared spf~ctra ot
obtctined 01~aT;0-3UbGtLTUter1 sulfurous compoundek of f&,rr,,cFr-e
in the domain of 1000-1110 em-1 (taken by L. A. Ka3it"yna
ah4 H. V. Lckehinj eherttcteristi~ maxima exist which indica--
the presence of a free cyclopentadienyl ring. They are absent
in all di-eubatituted ferracene derivativea of thie type.
This confirma the authors' opinton expres-21ed *.arlier
(raf 1) that the sulfo groups lie in different cyclavertad)eve
~,Iard 2/4 rings. The aatherR did not suc,~eed In replaIning the slai-f,-
The, Re-v~~ionv of Ferru~~ene Sulfonlc Acids 20-1
group by a hyaroxyl (by melting together with alka` -i It
by cystnogen (by means of the Influence of pitepsl,,im
ferricyan1k;'I nr by A formyl group (by means ,~r hs0ying
with sodJus iormiate); all these attempts led to a comp4(-1c-!
destructicn of the ferrocene nucleas, where either frivritl
hydroxide or iron gait were liberated. The hydrol.vvia of
sulfonic %u-ltq iinler farmati,~~n of ferroeenq alao faVied.
The stability of' the lAnkages of -Ircn with the oyclopent-;uvenyl
rings ~Yj appa-enlly. hjgj~ty reduced under the Influenc-P o,
the vsif--~ g!,oupp. as compared with ferrocene. Th-:~ lntrc-
du*tion of a suil'o group rediices the suse-aptibility Y,:.
furthior to a high degree in the saive
eyel'opentadien,vt i-ing and to a much iower degree in ini~
other rirg (ref l'). The influen-z-e exerted by the aulf:~
Cromp, upon the reactivity of the ferrot~nne nucleus
similar to thrtt of Cbe acetyl group (referenc-t 5). Ar
oxperimental part with the usual data t:)1lows.
There are 5 refor4!rceR, 4 of which are Soviet.
Card 314
Tho H+aPtions of For.-ocene 'Sulfeinic Acida -
ASS00iATION; Mu--k,:,,tfvkJy ;c-eudarEavennyy anivenittet im. M. V.
(Jdos4~-,w s6aze Univereity imeni K. V. Lcmofjosc~-Y)
9UHMITTF,D: January 16, 11)58
1~1-
Clard 4/4
SOV/2o-120-4-29/67
AUTHORS: Nesmeyanov# A* N., Member, Academy of Sciences, USSR
TITLE: The Interaction of O-Cyanovinyl Ketones With Secondary Amines
(0 vzaimodeystvii 0-taianvinilketonov a vtorichnymi aminamiN/
PERIODICAL: Doklady Akademii nauk SSSR, 1958, Vol- 12o, Nr 4. pp. 793-796
(USSR)
ABSTRACT: In a recently published paper the authors reported on the
synthesis of up to now unknown derivatives of acrylonitrile!
0-cyanovinyl ketones (Ref 1). Even the preliminary results
from the examination of the interaction of those substances
with nucleophilic agents show a high eleatrophilic activity
of thir double binding. It is interesting that among the 2
competing groups > C-0 and -CUSN it is the carbonyl group
which determines the orientation of addition. The addition
proceeds opposite to the direction of the reactions of cyano
ethylation by acrylonitrile. This offers quite different pos-
sibilities of synthesis in the use of P-oyannvinyl ketones
(0-acyl-acrylonitrileo. In this paper in L.ane.~tion with the
Card 1/3 invesitgation of the reaction mentioned in the title an inter-
SOV/20-120-4-29/67
The Interaction of P-Cyanovinyl Ketones With Secondary ALMines
esting difference between aliphatic and aromatic P-cyano-
vinyl ketones is pointed out. Aryl-o-cyanovinyl ketones yield
amine addition products (even in case of a great excess of
amines) attached to the double binding. The products can be
easily crystallized. After a longer period of storing, how-
ever, they become changeable. They w nitryls of a-amino-a-
-ketooarbonic acids. In the case of action of concentrated
HCI on nitryl-a (N-piperidil) of P-benzoyl-Imopionic acid the
hydrolysis proceeds under formation of the corresponding acid;
the latter is isolated as a stable chloroanhydrate. By the
action of ethylene oxide on, this chloroanhydrate a-(N-piperi-
dil)-p-benzoyl-propionic acid was isolated which was identical
with that obtained from a counter-synthesis of 0-benzoyl-
acrylic acid and piperidine (Ref 2). By means of hydrolysis
of nitryl of a-(N-morpholyl)-p-benzyl-acrylic acid the amide
of the corresponding acid was obtained under the same condi-
tions. The investigations of 0-aroyl-acrylic acids have
hitherto not been very successful. The method the authors
applied to clarify their structure is simple and may in future
be used for the determination of the structure of other addi-
Card 2/3 tion products to the double binding. Under similar circum-
a.'
SOV/20-120-4-29/67
The Interaction of O-eyanovinyl Ketones With Secondary Amines
stances methyl-o-eyanovinyl ketone behaves differently. It
brings about an exchange of the CN-group for the amino group.
There are 1 table an4 9 references, 2 of which are Soviet.
SUBMITTED: February 26, 1958
1. Ketones--Chemical reactions 2. Amines--Chemical reactions
Card 3/3
SOVI/20-120-5-33/67
AUTHOR~8: -~cadeny of Fciencez, U'S"-R.,
Lutzenko, I. Khomutov, R. M.
TITLE: The "roduction oV ',1-letullic Derivatlvcs of Vinyl Alcohol
r
(Polucheniye metallicheskilth proin-vodnykh vinilovoge ~pirta)
PERIODICAL: DoklaY Aka-demil nnuh 3,'30';R, 11)513, Vo.1. 12o, Nir 5, PP-1049-1051
(Ussw J,
ABSTRACT: The most interesting characta-.1stic. feature of the a-taono-
mercurated aarbonyl compounda is their capacity of reacting
in tuo directions (with respect to C and to 0) and o+1" forming
2 series of derivatives. In the first case the reaction nrod-
ucts correspond to a direct substitution of the Hg-atom, In
the second caffo the reaction center of the molecule is trana-
forred aince the Hg-C &n4 C-0 bonda are vrell developed (Refe 1-4
In the present paper the authors report on a new group of
reactions investigated by them in which the reaction center
to traneferred as well. Thene retetions m&ke ronsible an
ef.sy transition from C-metal dqrivativen of carbonyl compounds
to their 0-metal derivatives, espeoially the metal derivatives
Card 1/3 of the most simple enol - or vinyl alcohol. In order to ob-
The Production of Ketallic Derivatives of Vinyl Alcohol
~30V/20- 120-5- 33/67
tain lithium- and sodium vinylates the authors carried out
experiments with the dissociation of the monomercurated
acetaldehyde by means of metallic lithium aAd 2odium into
13nzena and toluene which, however, failed. The authors suc-
ceeded, however, in obtainIM the two vinrlnton in the indi-
vidual state by means of the dissociation of the Hr,-C bond
of the aldeb~yde- ani ketone mercury derivativns by alkali
metal solutior,3 in liquid ammonia. The obtained compounds are
colorless crystalline substances. Lithium vinylate is soluble
in ether and benzene, sodium vinylate, however, Is not. The
simple methods of synthesis of mercury-bis-acetaldehyde (Ref 5)
worked out by the aut!iors unA a slight dissociation of the
latter by alkali metrJs in liquid awaonia rendered necessible
the hitherto not described most sir!t)lc mctal enolptes. At
present the authors are of the opinion that the d~'snociation
of the Hg-C bond during an experixent in which the aldehyde-
and ketone mercury salts were symmetrized by means of variouq
complex formers pauaes an intermediate stage ot the eiiolate
formation. This enolate mav he easily-hydrolyzed in a -'riater
Card 2/5 medium, when aldehyde or k,:Aone.,respectively.is split off.
"T
n. -01
or 4 j
t
J. r
t ed J~
a, - f r, r;,r- in
11' o, r r v I n ej Q r
nve
f r 1
.!f) llviw.-i te n. :'ova
or 7.
S 6 B.M T TT E 0 EFirf3l, 7, 1 'W:'50
1. Alcohols (Pblymrized)-4hemical reactions 2. Vinyl compounds
-Chemical reactions 3. Vinyl compounds--Synthesis 4. Alkali
metals-Cheadcal reactions
Card
TITLE: Fblyvlzwl Alcohol
SOY/ 20-12o-6-27/59
AUTHORS: _-Nesmoyan A. IV &, mber# Academy of Sciences, USSR)
Fayeva oval He G., Beynoraviahute, Z. A., Malyginag I. Lo
TITLE: Reactions of 1,10-Dimethyl Ferrocene (Reaktaii ltll-dimetil-
ferrotaena)
PERIODICAL: Doklady Akademii nauk 53SR9 19581, VoL 12o, Nr 6, pp.1263-1260'
(USSR)
ABSTRACT: Reports were made already earlier on the influence of the
substituents on the reactivity of the ferrocene nucleus.
In the present paper the metallization- and acylation reac-
tiona of the substance mentioned in the title were investi-
gated. n-amyl sodium was used as metallizing agent. In this
conneation. two directions of reaction are possible: A sub-
stitation of a) the hydrogen of the methyl group,, and b) of
the hydrogen of the cyclopentadienyl cycle. The metalliza-
tion into the methyl groups expected from the analogy with
tdUene (Ref.8) did not take placel on the contraryt it
takes place into the oyclopentadienyl cycles. The main prod-
Card 1/3 uct (yield of 52 ~a) in dinethyl ferrocene dicarboxylic aoid
Reactions of 1911-Dimethyl Ferrocene SOV/. 2o-12o-6-27/59
0
with a decomposition point at from 196 - 200 . Two acids
were isolated in small quantities. All 3 acids yield solid
dizethyl ethers andv hence# none of it is di-(carboxy-methyl)-
-ferracene which forms liquid ether (Ref 9). The mutual'po-
sition of the methyl- and carboxylic groups has not yet been
determined. The acylation of the substance mentioned in the
title was carried out by means of acetyl chloride under the
presence of AM . The acylated products could not be separat-
ed. After protraNed storing of the mixture diacetyl dimethy!
ferrocene, crystallized out. Two isomers could be separated
from It by means of fractionated crystallization. On the
basis of a comparison with Ref 10 it there is reason to be-
lieve that they contain stereoisomeric 1,11-diacetyl ferro-
cones. The monoacylated dimethyl ferrocene was isolated
chromatographically from the residual liquid mixture. Due
to the oxidation of this mixture with sodium hypochlorite~
dimethyl ferrecene carboxylic acid was obtained as trimetilyl
eth4r. After the reduction of the same mixture by means of
LiAlff diaethyl triethyl farrocene was isolated,, Thusq WO
oontridietinotion to forrooens a triacylated product is form-
ed. The ferrocene nucleus is thus considerably activated
Card 2/3 in the reactions of the electrophilic substituents under the
I
Reactions oe I,!'-VimethvI Ferrocene SOV/
Inflaence of the methyigroups. Mori!over, the initial mixtl~ra
under pressure ~n the presence of skeletrn
nickel 4 !xlkyl cyt-lopentares rere izolated by
Pesro ct' dil-ti-,Uation. There tre 13 rpferenees, 7 of which
are :-;ovif-,+.
~-JJ'RMTTTED March 12, 11~158
1. Ferracenes-Chemical reactions
f3ard
LUTHOR 5: Ifeeneyanovg Nik. A.# Reutovp 0. As 2o-12o-6-28/59
TITLE: Functional Derivatives of Ferrocene-1#1LDicarboxylic Acid
(Funkinionallnyye proizvodnyye ferrotsen-ltll-dikarbonovoy ki3loty)
PERIODICAL: Doklady Akademii nauk SSSR, 1958, Vol 12o, Hr 6,
pp. 1267 - 1270 (USSR)
ABSTRACT: Although the acid mentioned in the title was produced already in
1952 (Ref 1) its derivatives remained unknown with two exceptions
(Refs 1,2). In the preae#t paper the authors obtained a number
of these derivatives. ThV are: a) the chlorine anhydride b)
from the latter an amide ~(V) was produced,:c) methyl ether of
the carbamido-forrocene-1 1-carboxylic acid (VII); d) the above
amides (V), and (VII) as well as the amide of ferrocene carboxy.-
lie acid can be converted'into the corresponding nitriles by
0
heating in acetic anhydride. By heating the acid (VII) at",140
for 2o minutes e) 1-cyano ferrocene-11-carboxylic acid (VIII)
formed in a yield of 55%; f) the nitrile of ferrocene-1,0 '-di-
carboxylic acid (IX) was obtained in a yield of 3o% by heating
the amide of this acid in acetic anhydride at 1000 during 6
hoursi g) by heating the arnide of ferrocene carboxylic acid in
Card 1/3 acetic anhydride at 1400 during 40 minutes the nitrile of this
S011120-121-1-12135
AUTHORC zevalova,
Ile mLjanov, A. F. , Pv_
Beynoravichute, Z. A.
TITLEt The Synthesis of klethyl Ferrocene (Sintez netilferrotsena)
PERIODICALs Doklady Akadetaii nauk SSSR, 1958, Vol- 121, Nr 1, pp. 117-116
(USSR)
ABSTIMT: In recent time various mono- and dialkyl ferrocene:-, were de-
scribed which vc.-re produced I)j of a dlirect alcjlation of
ferrocene, in the preoence of alu'% inu,,i c~Ioride (Ilefa 1-,'j) or
b,f reduction of the corrt~svondir,,Z ketones (11ef 5) or acids
(Ref 6). In the present paper the authors achieved the syn-
thesis mentioned in the title by two ways: a) bi reduction of
methyl ether of ferrocene carboni c acid (yield 831a0) by means
of lithium alumohydrate and b) by reduction of the iodine
methylate of the N IH-dimethvl-ami no-methyl-ferrocene (Refs 7,8)
by means of sodium amalgam (yield 94%). In the latter case a
small quantitj of mono-ferrocenyl carbinol ether
FeC
H
CH
0 is produced. In
H
(C
) an experimental part the re-
2
2
4
5
5
5
Card 1/2 actions a) and b) are described. The infrared and ultraviolet
The Synthesis of Methjl Ferrocene SOV/20-1211-1-32/55
spectra of the inethjI ferrocene which was produced according to
the reactions a) and b ) are correspondingly identical. They
ii-ere teken in the laboratoriya molekulyarnoy spektroskopii
kafedry organicheskoy khimii (Laboratory of Molecular Spectros-
oopy of the Faculty of Organic Chemistry of the Moscow State
University). In a paper on ferrocene aldylation (Ref 2) methyl
ferrocene with a melting point of 118 - 1190 was described. The
0
produced product has a melting temperature of 35,5 - 36,5
These last data are undoubted. The reasons for the cientioned
divergence are explained later. There are 9 references, 6 of
which are Soviet.
ASSOCIATION; Moskovskiy gosudarstvennyy universitet im. M. V. Lomonosova
(Moscow State University imeni M. V. Lomonosov)
SUBMITTED: March 12, 1958
1. Methyl ferrocene--Synthesis 2. Kethyl ethers-Reduction
,I--
3. Lithium aluminum hydrates-Chemical reactions 4. M'VFl
iodide-Reduction 5. Sodium-Chemical reactions
Card 2/2
TU T IT 0 I-IS ..ember,.AcAe:ny,of Sciances, USSIt,
T TTY, 9tereochc r.,.is try of Li,%-Conjugation (Sterookhimiye 0,-,-soFryazhe-
(c,,-k:hlormurI_,urI,:orif enilon)
ni.-a). c:-Morowreury %m-phenilone
10 7
DIC"'.L Dok-11-1dy -1k.-Aem-ii nLuk SSSR, 1958, Vol- 121, Nr~3, P.- 4771-480
(us t,;~ a)
IOR CY -*t -ilr be,--innin- o-' 1)50 author -entioned first carried
-tit c -ch
ii,n,_ro reuctions -.7ith several factors of those atoms
or groups) -,,rhich J-re connected with the carbon atom at 'he
I-o- " tl,c bri(I-c of a bicyclic system. (Ref 1~- Several
o- U~ U
o, - -.~rtL, o' tle atom in this Posit`on are ex-
nf
bzr Bred-6`, ('ef 3). Onqof these phanomen,, is
the fc, (A '~',-u tJeh,,,,dr.,ttion an~I de h,-;drohaloidat ion -A
r~Acjms 11~ Hvl, (7:11 vit the top of t1ie bridge
F! .Aienoi-itena, hol.,!Cver, such as the in-
o-7 Q-ketonic aci,~s .,iith ~, carboxyl
o~, the bvid!7
e fw~her the incLpability to e_xchringe
cw,~.)Plieni lone hydro~-,ens for deuterium (even in nresence of
Card I bases, RC-f ~1) demand tAready special evidence; namely that
,?(,,y/2o-1 21 -13-?;~/47
5tereochi!miotr,f of
:.-Ohloromercurl Cwri,phenil(.ne
or rertcti on of P.-ketorlic ac4 ('Is J.:~nd ' -,,e
deutei,o in 'KeLones undergo a stuge of enolization.
There i-u obviwL* norelation-between the incapability of ex-
chfInge w the D~Aoid a,t the top of the'bridge and Bredt's
rule,, it covilrl 'r),j explained by the necespity of the '.`-Tulden
invevsion in the case of nucleophilic exchange. The ',-*,'Ulden
inv(' ~rsi-on, imf)ossible with the rigid system at
the top of the bridge. The fact that the incapability of
ezc'range of ti~c atoms it the top of the bridge cannot be
exDlainlA -,n,!dQ the :firet ~~uthor believe that the axes of
6- ~~nd TC-Cioudn of electronu.have to be parallel for a compl-2tue
maniff,station o' the d'n-conjugation.and that the conji-,gation
i6 elimin--.Aed if the axes :re in vertical position to each
other (Ref 1). This paper xr.~presents an example for the re-
exrwminn.tion of this hypothesis. Corrs~y and Sneen (Tzef 5a)
Publishc,l a similer theory apparelitl- without having
1. a-Chloror.-iercury etemphenilone which wr' a
It is added
the authors ],as a MercUry atora.
to t1,-- atom.at the to') of Vvi bridge whi,--h io tit th-e
Ci:.rd ,j/3 r,~mp -_n (X-atom in ite rel4tion to the carbonyl. This
Stercochorq--utry of L! ion.
ASSOCIATION:
SIMMITTED:
mercury atom has a considerable reactivity which by far
exceedn that of mercury in its alkyl com.pounds. The authors
rizovP-1 th:-.t this considerable inertia of the system He-'.-C=O
neither dePends on the 1.7alden inversion nor on Bredt's rule.
The only remainingr explanation is the elimination of the
con,)uglition of the Hg---C- and C=O-bindinGa ao a result of
the vertical nosition of the axes of the clouds of electrons
the el inin!~` ion of the possibility of penctrati on i nto
eacfl other. The regularity bound in 1950 and now supported
by further evidence is more comprehensive than Bredt's rule.
There ore 13 reforencesp..6 of which. are -Soviet. -
ins t il~jkh. sovedIrd-ed -Akridepii. nauk SSSR
_.y
(Institute o~.* Me
A p r 11 2 19 1,8
Card 313
AUTHORS: Ilesmeyanov, A. N., Uember, Academy of SOV/2o-121-4-24/54
Sciences, USSR, Pecherskaya, K. A., Akhramovich, A. N.,
Minakova, L. M.
TITLE: Stereochemistry of 6,m- Conjugation (Stereokhimiya 6,n-SOMM-
zheniya) Autooxilation of Rigid Allyl Systems (Avtookisleniye
zhestkikh allillnykh sistem)
PERIODICAL~ Doklady Akademii nauk SSSR, 1958, Vol. 121, Nr 4,
pp. 66o - 663 (USSR)
ABSTRACT: In earlier papers the authors proved (Ref 1) that in
rigid (zftestkiy) bicyclic structures C - H and C - Hg-
bindings on the top of the bridge of such structures,in
an a-position to the carbonyl, are not activated by the
carbonyl. Neither is under acid action the mercury of
a-chloromercury camphenylone and of mercur -bia-a-camphenylone
is substituted nor does an exchange for Z503 and HgCl 2
take place. In camphenylone the a-hydrogen atom is Seither
treated with nitrous acid nor sulfonated nor brominated. The
apn-conjugation of the system A-C-C-O is usually eliminated
Card 1/4 when the a-axiB of binding is at right angle to the n-surface.
Stereochemistry of a,n-Conjugation. Autooxidation SOVI/2o-121-4-24./54
of Rigid Allyl Systems
The aim of this paper is it to clarify if there are
similar conditions for the elimination of H-C-C-C-con-
jugation as were proved by the authors for H-C-C-0-con-
jugation. For this purpose they investigated such terpene
hydrocarbQns with respect to their capsolty of being
oxidizable. In terpene hydrocarbons (thanks to a methylene
bridge) the C - H-binding in a-position to the double
binding seems to be spatially attached to the latter, namely
bornylene (I), camphene (II) and 8-fenchene. Referring to
the above mentioned these hydrocarbons are coZpounds with a
rigid structure. It could be prcved that thm 3 hydt-,&carlaens do
not absorb any oxygen after they are kept many hours at
temperatures of 40, 60 and 60* in presence of such active
initiators as cobalt and manganese stearates. After exi-
dation they were recovered from the solution in unchanged
state. Under such conditions non-rigid allyl systems are
easily oxidized by molecular oxygen be it in pr,~sence or
absence of an initiator. This fact was experimentally proved
in the case of related compounds with a non-rigid structure.
Card 2/4 Thus it could be proved by means of-experiments that in the
Stereochemistry of a,n-Conjugation. Autooxidation SOV/2o-121-4-24/54
of Rigid Allyl Systems
case of the homolytical a-,n-conjugation the influence of
the same spatial factors occurs as in heterolytical con-
jugations. There are I table and 15 referenoest 7 of which
are Soviet.
ASSOCIATION: Institut elementoorganicheskikh soyedineniy Akademii nauk SSSR
(Institute of Elemental-Oramic Cawpounft,AS USSR) Belortiaskiy
gosudarstvennyy univeesitet im.V.I.Lenina (Beloruasian3tate
University imeni V.I.Lenin)
SUBUITTED: April 21, 1958
Card 3/4
SOV/20-122-3-22/:;7
AUTHORS: fleameyanov, A.. N., Member, Academy of Sciences, USSR,
'-~ertygToiva, Makarova, L. G.
TITLE: The Synthesis of Aromatic Germanium Compounds by Means of Ary!
Diazonium Borofluorides (Sintez aromaticheskikh soyedineniy
germaniya posredstvom arildiazoniyboroftoridov)
PERIODICAL:. Doklady Akademii nauk SSSR, 1958# Vol 122, Nr 3, Pp 403-404
(USSR)
ABSTRACT: The aromatic tin and lead compounds were produced by the first
author and his collaborators (Ref 1). In the case of tin mainly
diarylated derivatives were formed. In the case of the decompo-
sition of double salts of tin chloride and of the aryl diazonium
chlorides by metallic tin powder the best, however, not high
yields (23P were obtained if Ar--C 6H 5* Higher yields of diaryl
dichloro stannates (UP to 40%) were obtained in the case of the
decomposition of the substances mentioned last in the title by
zinc dust under the presence of tin chloride in acetone. For
organolead compounds the decomposition of the substances
mentioned last in the title by metallic lead powder furnishes
Card 14 the best results, (Ref 3) the same holds for a lead-sodium alloy
SOV/20-122-3-22/57
The Synthesis of Aromatic Germanium Compounds by Means c., Alz-y1w Diaz-,nium
Borofluorides
(Ref 4) in acetone. In contrast to SnCl 4 and PbCl4 GeCl4 forms
no double salts with aryl diazonium chlorides. The substances
mentioned last in the title were decomposed under the presence
of GeCl 4' Zinc dust proved to be the best reducing metal,
acetone the best solvent. Monoarylated germanium compoundsare
formed as the result of the reaction. Under these conditions
germanium does not form compounds of higher degrees of arylation.
The aryl triahloro germanium varieties were isolated and analyzed
as anhydrides of the aryl germanic acids. The latter form non-
faelting colorless powders. Anhydrides of the aryl germanic acids
with Ar--C H H p-Br
6 5' P-CH30C6 4-' p-C2H5oC6H4-' C6H4-' P-CIC6H4-
were produced. The anhydride of the phenyl germanic acid was
obtained with a yield of 28% of the theoretically possible
yield; the yields of other anhydrides were smaller. in a kind
of experimental part (not denoted as such) the other data are
given. There are I table and 4 rel-erences, 4 of which are Scvi?'.
'Uanvm: June, lit 1958
i
Card 2/3
AUTHORSt Member, Academy 307/20-122-4-21/57
of Sciences, USSR, Tolstaya, T. P.;
Isayera, L. S.
TITLEs The Synthesis of Aromatic Organometallic Compounds of Bismuth
Via Diazocompounds (Sintez aromatichaskikh metalloorgani-
cheskikh soyedinaniy vismuts, cherez diazosoyedineniya)
PERIODICAL: Doklady Akademii nauk SSSR, 1958, Vol 122, Hr 4, pp 614 -
617 (USSR)
ABSTRACTs The synthesis of organometallic compounds by the decomposi-
tion of diazonium, salts by means of metal powders (suggested
by the first author, Ref 1) has hitherto been realized for
the production of these compounds by means of the following
metals Hg (Ref 1), TI (Hef 2), Sn (Ref 3), Pb (Ref 4), Sb
(Ref 5), and Bi (Refs 6 - 9). The authors investigated
systematically the decomposition of the diarylbromonium
borfluorides by metal powder and found that the results of
Wiese reactions are to a great extent similar to the results
of corresponding reactions with aryl diazonium borfluorides.
This experience was used in the case of the decomposition
Card 1/3 of the aryl diazonium. salts as well, and the analogy was
The Synthesis of Aromatic Organometallic Compounds SOY/20-122-4-21/57
of Bismuth Via Diazooompounds
confirmed. The decomposition of aryl diazonium borfluorides
in acetone by the powder of metallic bismuth led to good
yields of the tri-aryl-bismuth (30-50--70%) for various
aromatic radicals. Thus were produceds triphonyl-bismuth,
tri-p-tolyl-biamuthg tri-o-tolyl-bismuth, tri-p-chlorophenyl-
bismuth, tri-m-tolyl-bismuth-dichloride, tri-p-bromphenyl-
bismuth, tri-p-chlorphenyl-bismuth-dichloride, tri-p-carb-
ethoxy-phenyl-bismuth-.dichloride, tri-p-ethoxy-phenyl-bismuth,
tri-m-nitro-phonyl-bismuth-dichloride, and tri-p-nitrophenyl-
bismuth-dichloride. This synthesis process of the bismuth
organic compounds via diazocompounds is supposed to be the
beat at present. Reference 13 gives a probable explanation
of the reaction mechanism. There are 19 references, 11 of
which are Soviet.
ASSOCIATIONt Institut elementoorganicheakikh soyedineniy Akademii nauk
SSSR (Institute of Elementary Organic Compounds,AS USSR)
hioskovskiy -osudarstvennyy universitet im. M. V. Lomonosova
(Mo3cow State University imeni M. V, Lomonosov
%.ard 2/ 3
The Synthesis of Aromatic Organometallic Compounds SOV/20-122-4-21/57
of Bismuth Via Diazoeompounds
SUBMITTED: June 30, 1958
Card 3/3
50)
AUTHORS: Nesmeyanox-L-A. IT., Accdemician, SOV/2o-122-5-20/56
Freydlina, R. Kh., Cor-responding Meriber, Academy of
Sciences, USSR, Belyavskiy, A. B.
TITLE: Telomerization of Ethylene With Tetrachlorethylene
(Telomerizatsiya etilena s te'urakhloretilenom)
PERIODICAL: Doklady Akadernii nauk SSSR, 1958, Vol 122, Nr 5,
pp 821 - 624 (USSR)
A35TPACT Non-polymerizable chlorine olefins cannot underjo
any polymerization, but they can enter a telomerization
reaction with olefins. In this reaction the chlorine
olefins serve au carriers of the cha 4n of reaction
and supply the final groups for the telomer molecules.
Among the reactions of this kind the ones mentioned
in the title are of interest as means of synthesis
uf Letrachloralkenes capable of reaction that
contain an even number of carbon atoms in the molecule
(Scheme (1)).It can be assumed that tetrachloralkenes
produced in this manner will make possible the synthesis
Card 1/3 of various polyfunctional compounds of the even series
Teloi:iori-iation of Etllylene With Tetrachlorethylene SOV/2o-122-5-2o/56
(Ref 1). The reaction mentioned in t,-e titie must
lead to the cynthesis in one single staE;e of compounds
containing a trichlorvinyl group (Patent in reference 2).
In the reaction performed in the presence of benzoyl
peroxide at 1150 and 95 atmospheres only tetrachloro-
herene boiling in a wide range was isolated. For
this the authors used a pressure of between 50 and
200 atmosp'-eres with and without water. Benzoyl
peroxide, tertiary butyl peroxide, bis-iso-butyric
acid azo-dinitrile and azo-a-mino-benzene were tested
as initiators. In the prosence of water a high
conversion of tetrachlorethylene was obtained in all
cases. Peroxides were the b.,:st initiators among the
ones tested. Research showed that tetrachlorethylene
is a carrier of the chain of reaction which is less
capable of reaction as, for instance, carbon tetra-
chloride and chloroform. Thus, with the first substa-nce
a conversion of only 20% was obtained and only in
case of repeated addition of the initiator during
reaction. In case of an increase of pressure the
Card 2/3 content of hi-hor tet."achloralkenes in the mixture
0
Telomerization of Ethylene With Tetrachlorethylene SOV/2o-122-5-20/56
of reaction products increases which indicates an
inertness of tetrachlorethylene. By fractioning the
mixture the ioaer u,u,p,(4 -tetrachloralkenes (n=1.2)
could easily be isolated in their individual shapes.
Higher fractions contain by-products of the r,~action
which could not eauily be uepuruted. Still it was
possible to obtain tetrachloralkenes with 4,6 and 8
carbon atoms in the molecule and to study some of these
chemical tran sf ormat ions. There are 3 references, 2 of which
are Soviet.
SU BiMITTED JulY 5, 1958
Card 3/3
GKIRNOTA, H.V,; IM%MYANOV. A.H,, oiwdomik, glovnyy red..- TOPCHIM, A.T..
PLTMOVSKIY. Yu.A., red.ind-va;
KAKOGONOVA, I.A.. tekhn.red.
Pavel Alaksandrovich Baranov. Tatup.statlia O.V.7olonskogo I D.Y.
Labodeva. Bibliorraftia nostavlona N.T.Smirnovoi. Hookva. Izd-vo
Aknd.nnixk SSSR, 1959. (Witorinly k biobibliografit uohanykh GSSR.
Ser.biobibliografii uchenykh SSSR. Ser.biologichaskikh nauk.
Botanika. no-5) (HIRA 12:11)
1. Akademiya nauk SSSR.
(Bibliography--Baranov, Pavel Alsksandrovich, 1892-
NESTHROTA, U.K. HESK&YAROTO A.M., akademik, glavnyy red.; TOPCHIYV,
A,v,,$ akndaml red.; BMMGAUT. T.G.. red.lzd-va;
HLITANOVA, O.G,, tekhn.rad.
Pstr Ivanovich Lukirskii. Totup.statlia S.IU.Luklianova i A.M.
Kurins. Bibliografita sontavlaaa M.N.Nesterovoi. Kosk*wa, Izd-vo
Akad.nauk SSSR; 1939. 40 p. (Katerialy k blobibliografii uchanykh
SSSR. Sar.fiziki. no.11) (KIRA 12:11)
1. Akademiya aauk SSSR.
(Bibliography--Lukirskii, Petr Ivanovich, 1894-1954)
YEPIrANOVA, A.P*;-RRELNOV. ,A.M., akadamllc, glavnyy red.; VOLKOTA, T..
tekhn.red.
Leonid Ivanovich Sadov. Totup.statlia N.I.Ourevicha. Biblio-
graftia sostaylana A.P.Epifanovoi. Roakwa, lzd-vo Akad.nauk SSSR,
1959. 44 p. (Katerialy k biobibliografil, uchanykh 5=. Sar.
takhnichealdleb nauk. Kakhanika. no.9) (HIRA 12:11)
1. Akadamlya nauk SSSR.
(Bibliography--Sedov. Leonid Ivanovich. 1907- )
SHPIS. X.V.; MWAHOV. okodamit, glavrVy red.; ISMOTA. O.Top
otv.red.; L r. Te.S.. otv.red.: SHUNKOV, V.I.* otv.
red.; MINIKOVA. N.B., redlzd-va
.Anatolti Goorglevich Betekhtin. Vatup. stat'la T.B.Shadlun.
Koakva. lzd-vo Akad.nouk SSSR, 1959. 45 P. (Katerialy k
blobibliografti uchanykh SSBR. Ser.goologichaskikh nauk,
no.14) (KM 13:2)
(Bibliography--Betakhtin, Anstolii Georglevich. 1897- )
MOMANOT, Alakeandr Vikol;Qvich, akademik; TOPCHIYF&V, A.T.. akademi1c. otv.
M~-4- b~.". , sd.izd-va; KORBUT, L.T., red.izd-va;
PRUMOVA. ?.I., takhn.red.; PMTAKOVA, T.T.9 teldw.red.
[Selected works in four volumes] lzbrannye trudy v chatyrakh tomakh.
Koskva. Izd-vo Akad.nauk SSSR. Vol.4. 1959. 527 p. (KIRA 12:12)
(Chemistry)
YKPIYANOVA. A.F.; VISM Ov- akadaWk, CUmyy red.; TOPGRIUV,
A.T,g akllWm-lkg xamstltell Clavacgo red.; ISAXOTA, O.T.0 *tvordde;
L twimins TO.S., OtT.red.; SOMOT, volso Giv.red.
lov DaLtrIevich Shavlakov. Tatimpo stat'la N.I. Agoahkova I B.A.
Rosentmtera. Bibllografila sostaylona A.P.1pifanovoi. lid. 2a.
dap. Nookwat 1959. 78 P. (Materialy k blobibliagrafil nabonjth
SSSR. Sort'- takhniaMak1kh mank. Gornos dolo, mo.7)' (KIRA 12:2)
1. Akedomiya nauk SSSR.
(Bibliography-Wwvlakov, Lay Dmitrievich. 1889-
ISAKOVA, O.T.; NESKETANOV, A.M., akademik. glavny7 red.; IVASHKIN,
V.N.. A.F., tekha.red.
Konstantin Ivanovich Skriabin. lzd.Z., dop. Vstup. statlis
N.P.Shikhobalovol. Bibliograflis soat. O.V.K;akovoi. Koskva.
1959. 197 p. (Naterialy k biobibliografii uchanykh SSSR.
Serlia biologichaskikh nauk. aellmintologiia*o no.2)
(MIRA 12:8)
(Skriabin, Konstantin Ivanovich, 187& )
ayevich. akadenlic; RKMOV, O.A.. otv.red.toma;
TMHIYLI. A.T., 'OAMW~, red.; KNUNUMS. I.L.. akademik. red.;
KABACHRIK, M.I., akademik. red.; FRZYMM. R.M., red.; EN, Molop
red. ; L014=0VA, I.P.. red.izd-va; POLTAKOTA, T.T., takhm.red.
(Selected works in four volumes] lzbrannys trudy v chatyrekh tomakh.
Kookwa, Izd-vo Almd.nauk SM. Tol.l. 1959. 712 P. (MIRA 12:12)
1. Chlany-korrespondenty AN SSSR (for Rautov, Fraydlina).
(Chemistry)
NISMANOT, Alakeandr Mikola~;~~!ay~
akademik; KABACHMIX, K.1.9 akedamik,
abodemik. red.; LOSMOVA. I.P..
red.izd-va; PRUSAKOVA. ?.A., takhn.red,
(Selected works In four volumes]
tomakh. Noskva, Izd-vo Akad.nauk
(Chemistry)
lzbrannys trudy v chatyrekh
SSSR. Vol-3- 1959. 748 P.
(KIRA 12:12)
B02 ~ANOT,_,~jskoaadr Mikolayevich, aimdemik; FRMMINA, R.Kh.e otv.red.
mwm~iN~ _
"me; wuruaL TT-=---TirT4Rffft%ik. red.; POTAROV, L.S., red.izd-va;
PRUSAKOVA. T.A., takhn.red.; POLYAKOVA. 2.T.. tekhn.red.
(Selected works in four volumes] Isbrannys trudy v chatyrekh
tomakh. Moskva, Izd-vo Akad.nauk SSSR. Tolo2. 1959. 782 P.
(MIRA 12:12)
1. Chlon-korrespondent AN SSSR (for IFroydlina).
(Chemistry)
SOV/180-59-1-1/29
AUTHORS: Nesmeyanov, A.N., Topchiytv, A.V. and Blagonravov, A.A.
TITLEt To Academician Lev Dmitriyevich Shevyakov (Akademiku
L'vu Dmitriyevichu Shevyakovu)
PERIODICAL:'Izv*stiya Akademii Nauk SSSR. Otdeleniye tekbnichaskikh
nauk, Metallurgiya i toplivo9 J2.959, Nr 11 p 3 (USSR)
ABSTRACT: The authors, on behalf of the Prezidium Akademii nauk
SSSR (Presidium of the Academy of Sciences of the USSR)
and the Otdelenlye takhaichaskikh hauk AN SSSR
(Technical-sciences section AS USSR), congratulate
Card 1/1 Shevyakov on his ',70th birthAay and outline his work.
They mention the zawazds and honours he has received.
ASSOCIATION: Academy of Sciences of the USSR
21(0) SOV/29-59-1-3/26
AUTHORS: Neameyanov, A. IT., Academician, Tammq 1. Ye., Academician,
Robe Prize Winner
TITLE: Academicians on the Future of Ther-monticleer Energy (Akademiki
o budushchem termoyadernoy energii)
PERIODICAL: Tekhnika mol odezhi, 1959, Nr 19 PP 4 - 4 (USSR)
ABSTRACT: Academician A. N. flesmayanov: Soviet acierstiato advance
successfully on the way towards domination of the therrio-
nuclear synV iesis and the utilization of thermonuclear energy.
These are ur oblems the nolution of wlii---*,- i)rovide man-
kind with a ooux-ce of erer,-
~.y to an unlinited extent and for
all time?- to come. ~
Academician I. Ye. Tamm, Nobel Prize winner: Methods rendering
possible the domination of thermonuclear energy are already
clarified in principle. But for the time being it cannot be
estimated ho w much time, work and invention will be necessary
to overcome serious difficulties on the way towards practical
utilization of these principles. I have no doubt that in the
long nun the thermonuclear reaction will be the basis for
Card 1/2 power econom y. The sources of thermonuclear fuels is virtually
Academicians on the Future of Thermonuclear Energy SOV/29-59-1-3/26
inexhaustible in sea water, for instance, unlike uranium,
thorium, and the like. Tneir wide distribution excludes 2.ny
struggle among nations for their deposits. The very serious
problems actually arising in connection with the harmful effect
of radioactive waste in modern reactors will substantially
lose their importance with the use of thermonuclear reactors.
There are 2 figures.
Ca'-rd 2/2
AUTHORSt Neamaynnov, A.U. , and K
~
~ ot.31 1nikov, V,A.
ITLNt ,tk
-
TO~Viet
3ciorl
tlsts
(G
ovoryat
sovetskive uehea~-je)
PERIODICAL: Radio, 1959, Nr 1, p 6 (U3 510
ABSTRACT: The authors state that the flight of an interplanetary
rocket towards the moon is proceed ing according to a program
calculated with the aid of electro nic computers- "he rocket
concerned has a useful pay load of more than 360 kg,
Card 1/1
50) SOV/62-59-1-8/38
AUTHORS: jTesm!~Xa2ov, A. !r., Reutov, 0. A., Loseva, A. 0.9
Khorlini-,-Tr-TN-.
TITLE: Synthesis of Organo-Morcury Compounda From Hydrazones
(Sintez rtutnoorganicheskikh soyedineniy iz gidrazonov)
Communication 2. Interaction of Hydrazones of the Aldehydes
and Ketones of the Alicyclic and Aromatic Series With
Mercury (II).Acetate (Soobolichcniye 2. Vzaimodeystviye E7idra-
zonov alldegidov i ketonov alitsiklicheskogo i aromatiches-
kogo ryadov s uksusnokisloy rtutlyu)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khiTicheEkikh nauk,
1959, Nr 1, PP 50 - 61 (USSR)
ABSTRACT: In the present paper the authors have shown that the hydra-
zones of aldehydes and ketones of tfie alicyclic and aromatic
series (hydrazones of cyclohexanone, 4-methyl cycloheyanono,
cyclopentanone, camphorf benzophenone and o-nitro-bonzaldq-
hyde) react with mercury (II) acetate in water, methanol
and absolute ben-ene and separate nitrogen, mercury (1)
acetate and metallic mercury, and form organo-mercury com-
Card 1/3 pounds.'In most cases the reaction under the action of
Synthesis of Organo-Mercury Compounds From It7drazones. SOV/62-59-1-8/38
Communication 2. Interaction of Hydrazones of the Aldehydes and Ketones
of the Alicyclic and Aromatic Series With Mercury (II) Acetate
the nolvcnt taken placo in the way mentionod In Ref 1
The reaction of hydrazones of cyclohexanone and 4-methyl
cyclohexanone with mercury (II) acetate in water and in
the preeence of catalytic quantities of copper acetate is
very peculiar. As a result of this interaction organo-
mercury compounds with a double bond are formed. Organo-
mercury compounds are listed in the table which were
synthesized by way of hydrazones of the alicyclic and aro-
matic series. The structure of the organo-mercury compounds
obtained was confirmed by deCOMDOSitio'n 'with concentrated
alk&At-or concentrated hydrochloric acid (Ref 1).'The
hydrazones used in this paver were synthesized according to
methods already described: hydrazone of cyclohexanQne
Ref 2~, of 4-methyl cyclohexanone (Ref 3), of camphor
Ref 4~. of benzolihenone (Ref 5) and o-nitro-benzaldehyde
~Ref 6). There are 1 table and 14 references, 2 of which
are Soviet.
Card 2/3
Syntbesis of Organo-Yercury Compounds From Hydrazones. VOV/62-59-1-e/38
Communication 2. Interaction 'of 'Hydrazones of the Allihydelf wid Ketones
of the Alicyclic and Aromatic Series With Mercury (11) Acetate
ASSOCTATTON: Mookovskiy gosudarstvennyy universitet im. M. V. Lomonosova
(Moicaw State Univeraity imeni 111. V. Lomonosov)
SUBMITTED: April 8, 1957
Card 3/3
50) SOV/62-59-1-26/38
AUTHORS: Nesm Sazonova, V. A., Drozd, V. 17.
TITLE: Organo-Boron Heterocyclic Compounds (Borort7lLnicheskiye
geterotsiklicheakiye soyedinaniya)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khi,iicheskikh nauk,
1959, Nr it pp 163 - 166 (TJSSR)
ABSTRACT: In the present communication- the authors report that the
reaction MgX with potassium fluoborate earlier investi;~,-Ltzed
(Ref 2) was extended to oxy,-en-contn--ining heterocyclic
compounds (furan, sylvan) and triheterocyclyl boron compounds
in the form of complexes were synthesized with pyridine.
Tetra-(2-furyl) and tetra-5(2-methylfuryl)boron anions were
obtained in the form of different salts. The presence of
furan and sylvan nuclei in these anions was confir-med by
decomposition of or,-,ano-boron compounds with alkali. Therein
2-chloro-mercuri furan and-2-methyl-5-chloro-mercuri furan
were formed. Tetra-5-(2-methylfuryl)boron potassium separates
ions of cesium, rubidium and quaternary ammonium salts.
Pyridine salts of t~e type
4- -
Card 1/2 cc5H511H] B Ar4proved to be~ appropriate for the transition to
Organo-Boron Heterocyclic Compounds SOV/62-59-1-26/36
triheterocyclyl boron compounds. The hertting of pyridine
salts in alcohol is sufficient for the synthesis of tri-
substituted boron compounds in the form of pyridinates.
In an exchange reaction between tetra-(2-selenyl)boron
potassium and pyridine chlorine hydrate the pyridinate of
triselenyl boron is immediately formed. There are 2 refer-
ences, I of which is Soviet.
ASSOCIATION: Hoskovskiy gosudarstvenny7 univernitet im. M. V. Lomonosova
(Moscow State University imeni M. V. Lorononov)
SUBMITTED: May 30, 1956
Card 2/2
50)
AUTHORSu Nesmayanov, A. M., Borisov, A. Ye., SOV/62-59-2-11/4L)
TITLEa Exchange Reactions of the Isopropenyl Compounds of Mercury,
Thallium. and Tin (Reaktaii obmena izopropenill rqkh
soyedineniy rtuti, talliya i olova)
PERIODICALs Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 2, pp 259-262 (USSR)
ABSTRACT: In the present paper the reactions of the double exchange of
isopropenyl compounds of mercury and thallium as previou-aly
described (Ref 1) with salts of heavy metals were investigated.
On fusion of diisopropenyl thallium. bromide with tin bromide
at 200-2200 the diisopropenyl tin dibromide with a melting
point of 100-1010 was obtained. This readily reacts with
mercury bromide and forms isopropenyl mercury bromide. This
yields in alkali diisopropenyl mercury. In acetone this
reaction proceeds in a more complex manner. It essentially
resembles one of the variations of the interaction of sym-
metric organic mercury compounds with stannous salts. From
the reaction products of diisopropenyl mercury with thallium
Card 1/2 tribromide at room temperature in ether the diisoproperky-l
Exchange Reactions of the Isopropenyl Compounds SOV/62-59-2-11/40
of Mercury, Thallium and Tin
thallium bromide was obtained. This is decomposed at 190-194
The interaction of diisopropenyl mercury with tin dibromide
yields in various solvents isopropenyl mercury bromide,
diisopropenyl tin dibromide, tetraisopropenyl tin and metallic
mercury. There are 3 Soviet references.
ASSOCIATIONs Institut elematoorgenicheakikh
(Institute of Elemental-Organic
Sciences, USSR)
SUBMITTEDt May 24, 1957
soyedineniy Akademii nauk SSSR
Compounds of the Academy of
Card 2/2
5(3)
AUTHORSt A. Te. SOV/62-59-2-12/40
Novikova, N. 7., Osi-pova, M. A*
TITLE& Synthesis of Organo-Tin Compounds From Organomercurials and
Stannous Salts in Inert Solvents (Sintez olovoorganicheskikh
soyedineniy iz rtutnoorganicheakikh soyedineniy i soley
dvuvalentnogo olova v inertnykh rastvoritelyakh)
PERIODICAL: Izvestiya Akademii-nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 2, pp 263-266 (usn)
ABSTRACTs In the present paper the interaotion of organomerourials
w:Lth stannous salts in an inert solvent not containing any
mobile hydrogen atom-was investigated. It was proved that
in this...connection no side reaction takes place in which
(RoVnX2 is formed such as with the application of alcohol
and acetone as solvent. From the reaction of dipropenyl
mercury with stannous bromide dipropenyl tin was obtain.
In the case of diisopropenyl mercury, diisopropenyl tin
dibromide, tetraisopropenyl tin and isopropenyl mercury brom-
ide were precipitated. The reaction of diphenyl mercury,
Card 1/2 di-p- and di-o-toluene,mercury, di-a~-naphthyl mercury and
Synthesis of Organo-Tin Compounds From Organo- SOY/62-59-2-12/40
mercurials and Stannous Salts in Inert Solvents
diethyl mercury with stannous chloride as well as dipheny!
mercury with stannous bromide yielded normal reaction products.
There are 3 Soviet references.
ASSOCIATIONt Institut elementoorganichookikh soyedineniy Akademii nauk SSSR
(Institute of Elemental-organic Compounds of tho Academy of
Sciences, USSR)
SVBMITTEDi May 24, 1957
Card 2/2
AMQR I a 'an Mir chalre" of $us can-
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ANDIXAM From March Id to 23. 1959. In* OLGUA trautia"I doodregs
Of - Russian ohoul*&& soak glass In Kasom . The *aagress
a" arawlsed bj the Aaadmar of Salamoss of the CUR. 61 the
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CM"ts: Of the CMMQLI of Ministers of the can of cho.1st,
a" br the KU&SIOVESTO wyeah-69 obrala'.niza MA ( KiAlstry
of 1116bor FAUGation of the USSR).
Imi =a h=az=jVm is the first Plaftarr
mes:lAg a domirlbution of the C"Irban Of the State CQ=11146
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AUTFIOR - Ne3meyarD-, A. 1.4. SOVI/30, -4 -- 2/5 1
TITLE: The Opening Address of the President of the Acalpmy
of the USSR, Academician A. N. Nesmeysnoi (Vstup-e~111-oYe sloi~,
Prezidenta Akademli nauk SSSR akademika A. N. Nesm~yaxn.~-,a)
PERIODICAL: Vestnik Akademlli nauk SSSH, 19591 Nr A, pp 5 9 (USSR)
ABSTRACT: Since the Plenary Meeting of 1958 the fca1c,w1fg Mrm'rer- 7'1 the
Academy of Sr,,ipnses USSR have died: the fc11)w---.g C rr~-.~;ponding
Members, Academy of S-ien~~-es, USSR: V. Z. Vla~,-v, -xF,--t
the field of menhanics; 11. S. Kcshlyak~~,,, maathemit~- ar;
A. D. Udal'113cv, historian; S. 1. Arkhangc11-='r-1'_,,,
X. N. Slavyanov, hydrogeologist; 0. N.
gistj S. D. Wvcv, plant physiologist; V. A. P- hydro-
geologiet and geclogist; the A--adPmiciar.,!3, S. N. S-rgryp,
Tsenskiy, writer; L. A. Orbell, physiolog'.&t- Th~,
staff of the sciRntific institutJons o' the AS USSR 4!,C,~.aS
by 45.7% from Jantiary 1st, !956 anti.'A J'an-)ri-y and
amounts at present to 165 Academi,--ians and 353 C---rr,~spjnd~rg
Members, Academy of Sciences, USSR. In the of the past
years more ti-.an 4000 yo7-;ng experts were adm4tte-! to "he AS USSR..
Card '/3 among them were 3360 with university qdjcati~)r. 922 perscrd
SOV/50 ,59 1
USSF,
The Opening Addres& of the President of the Academy of sc!.Pn-,~ -
4cademician A. 11. 11pameyanov
were awarded the dsgrea cf a I'Senior 131ci~-;ntIff Workers'
132 Dc;,,;to-c-, I -r-I C'~ -
Members of the Arademy dofe
datr-,31 di rsertat ions. During the past thrp-:~ yrar-, t~~ AS USSR
has quantitatively 9.nd qua'litativply very Amcng
other thingF, in the feld of phyrJ-al erd LtrI---,h=a-Ia*-j a-~ 3.~Ienre-~;
11 neg inatItlites wert- fuurdrd, in thc, f cf
scien-,ea I! new institutions, in the fio7' ,-1 cf t,logil-a"
sciencea 8 institutes as well as many oth--.Z. Or. Jar,,uazy
1959 all scientific irst-Itutions, ir,,luding the brEL-I'l ,nr- 5 3M
prised !36 institutes, 25 indppenden~ ',,ab,~7afl-rie~5, sect~-Onzaj
scientific 13 institute iepartment-4 a:~ w4,- ag a argP-
number of .5cientifl,.; resea---,h stationsi botarl,,ai garIP-ns,
muselim.i, and (txpedition beses. The finan~;ial mear-, of t'.'I~ AS
USSR z-,cverr~d by the b,.~dgot insreased considerab-1,i, Th~? ;ak
of vicrkrooma is, however, still an unBolved problcm ifi 3pite
the considerable monetary aid by the Governmerif. The number of
scientific worko published has highly increased 3s well. In
conclusiorL, A. N. Ne-sr.-yanov 3takcI3 that In- tLe paot- everything
hat) been done to pronote the quart itar. i -iP development of the
Card 2/3 Acadc-myj this principle will be maintained in fut-are. Now,
SOV/30-59-4-2/,~; I
6
T4e Opening Address of the President of the Academy of Scienced of the USSR,
Academician A. 11. Nesmeyar.Gv
whc-n 'he Academy has grown so important, it is its mair task
to usf- the results of science for the benefit of the country,
economy and civilization to a continuousay in---reasing extent.
Card 3/3
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50) SOV/62-59-4-11/42
AUTHORSz Neameyanov, A. ff., Borisov, A. Ye., Movikova, N. V.
TITLE: On the Possibility of a Synthesis of Organic Tin Compounds by
the Reduction of Organic Thallium Compounds Vith Salts of Di-
v&lent Tin (0 vozmozhnosti sinteza olovoorganicheskikh
soyedinoniy vosstanovleniyem talliyorganicheakikh soyedinaniy
solyami dvuvalentnogo olova)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Hr 4, pp 644-646 (MR)
LBSTRACTt In the present work the interaction of cis- and trans-di-
propenylthallium bromide, diioopropenylthallium bromide, di-a-
naphthylthallium bromide with tin bromide and the interaction
of diphenylthallium chloride and di-p-tolylthallium chloride
with tin chloride upon heating of the reaction products ground
to a powder, without solvents, was investigated. The yield of
reaction products was between 50% and 85~'- A stereo isomer mix-
ture of dipropenyl tin bromide, diisopropenyl tin dibromide,
diphanyl tin dichloride, di-p-tolyl tin dichloride and di-a-
naphthyl tin dibromide appears to have thus been obtained.
Card 1/2 This reaction was also investigated in various solvents. A re-
sov/62-59-4-11/42
On the Possibility of a Synthesis of Organic Tin Compounds by the Reduction of
Organic Thallium Compounds With Salts of Divalent Tin
action of diisopropenyl thallium bromide with tin bromide in
acetone can be effected only with difficulty. It does not react
in benzene and ligroin solutions even when heated. On the other
hand, cis-cis-dipropenyl0thallium bromide reacts with tin
bromide in benzene at 50 to form dipropenyl tin d1bromide and
thallium dibromide. This reaction is similar to the reaction in-
vestigated (Ref 3) between organo-mercury compounds and divalent
tin salts and io effected with relative ease. This reaction can
be used as a method of synthesizing organic tin compounds of
the type R2SnX 2' There are 6 references, 4 of which are Soviet.
ASSOCIATION: Inatitut elementoorganicheakikh soyedineniy Akademii nauk SSSR
(Institute of Elemental-organic Compounds of the Academy of
Sciences, USSR)
SUBMITTED: July 12, 1957
Card 2/2
5M SOV/62-59-4-12/42
AUTEEORSt Neemeyanov, A. N., Tolstaya, T. P.
TITLE: Salts of o,of-Diphenylene Phenyl Oxonium (Soli o,ol-difenilen-
feniloksoniya)
PERIODICAL: Izvestiya kkademii nauk SSSR. Otdoleniye khimichookikh nauk,
1959, Nr 4, pp 647-651 (USSR)
ABSTRACT: In the present work the ogol-diphanylons phenyl ozonium sulphate
has boon synthesized for the first time, by beating the aqueous
solution of o-pbonoxy-ol-phenozy-diazonium sulphatet
heating in ague- +
H30- '0 HSO-+N
-0-0 4 Ous solution 4 2
Card 1/2 1 .1
Salts of o,ol-Diphonylene Phenyl Oxonium sov/62-59-4-12/42
By an exchange reaction a number of salts of this cation have
been obtainedt piorate, rhodanide, trichromate, borofluor.4de,
tetraphenyl borate, chloroplatinate, ferric cyanide, ferrous
cyanide, nitropruaside, permanganate and iodide. All oxonium
salts are difficultly soluble in water. They have been obtained
by an addition of aqueous inorganic salt solutions to the
above-mentioned oxonium oulphate solution. The thermal decomposi-
tion of o,of-diphenylone phenyl oxonium iodide causes a breaking
of the cycle and the formation of o-phenoxy-ol-iodide diphenyl.
This is considered a proof of the structure of the salts de-
scribed. There are 1 figure and 9 references, 4 of which are
Soviet.
ASSOCIATION: Moskovskiy gosudarstvennyy universitet im. M. V. Lomonosova
(Moscow State University imeni M. V. Lomonosov)
SUBMITTED: July 16, 1957
Card 2/2
50) SOV/62-59-4-13/42
AUTHORS: Freydlina# R. Kh., Semenoyt If. Asp Nesmeyanov, A. N.
TITLE: Synthesis of Aromatic Compounds of the Types ArCH2 CH-CCI2 and
Ar'(CH 2CH-Col 2)2 (Sintez aromaticheskikh soyedineniy tipa
ArCH 2CHMM 2 1 Ar'(CH 2CH-Cal 2)2)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Hr 4, pp 652-656 (USSR)
ABSTRACT: It has already been shown (Refs 1 and 2) that 1,1,1-trichloro-
propene and 1,1,3-trichloropropene-1 condense with benzene,arld
some other aromatics in the presence of aluminum chloride to
form compounds having the structure ArCH 2CH-CCI 2* In the present
work the synthesis of substances of this type was continued and
some of their conversions were investigated. In addition,
aromatic compounds containing y,y-dichloroallyl groups were
synthesized. As the condensation in the presence of aluminum
chloride is very violent and accompanied by saponification it
was attempted to effect the reaction in the presence of other
Card 113 Friedel-Crafts catalysts ($nCl 49 ZnCl 29 SbCl5). The reaction
307/62-59-4-13/42
Synthesis of Aromatic Compounds of the Types ArCH 2CH.CCl2 and Ar'(CH2 off-CCI 2)2
was found to proceed smoothly in the presence of antimony
pentachloride. The process can be controlled and the reaction
mixture is homogeneous. The condensation of 1,1,3-trichloro-
propene-1 with toluene in the presence of SbCl 5 gave 3-(p-tolu-
ene)-1,1-dichloropropene-I in a yield of 80%. The introduction
of two y,y-dichloroallyl groups into the aromatic nucleus takes
place in one or two stages. The interaction of equimolar quan-
tities of naphthalenle and 1,1,3-trichloropropene-1 in heptane
in the presence of aluminum chloride or tin chloride gives
mixtures of mono- or dialkylated products. The condensation of
3-(p-chlorophenyl)-1,1-dichloropropene-1 with 1,1,3-trichloro-
propene-1 in the presence of aluminum chloride gave a compound
of the compositionCIC 6H3(CH2 CH-CCI 2)2 . The interaction of
3-phenyl-1,1,1,2-tetrachloropropane with 1,1,3-trichloro-
propane in the presence of SbC1 5 gave a compound
P-CC12-CHCH 2C6H4CH2CHClCC1 3' Its structure was proved by oxida-
tion. The interaction of benzene with 1,1,1,3-tetrachloro-
Card 2/3 propane in the presence of SbC1 5 gave 3-phenyl-1,1-dichloro-
SOT/62-59-4-13/ 42
Synthesis of Aromatic Compounds of the Types ArCHCH-CCI 2 and Ar'(CH2CH.CCl 2)2
propene-1 and 3-(p-phenylene)-bia-1,1-dichloropropene-1. The
oxidation of 3-(p-chlorophenyl)-1,1-dichloropropeae-I with
aqueous nitrogenous acid gave p-chlorocinnamic acid. There are
7 references, 6 of which are Soviet.
ASSOCIATION: Institut elesentoorganicheskikh soyedineniy Akademii nauk 3SSR
(Institute of Elemental-organic Compounds of the Academy of
Sciences, USSR)
SUBMITTED: JulY 13, 1957 (initially) and April 14, 1958 (after revision)
Card 3/3
50) COT/62-59-4-14 42
.0 V
AUTHORS; Nesmeyanov, A. N., Freydlina, R. Kh., Petrova, R. G.,
Ter ent I ye-7;717.-T.
TITLE: Interaction of 1,1,1-Trichloropropene With Sulphene Chlorides
and Sulphur Dichloride (V--aimodeystviye 1,1,1-trikhlorprorena 9
oullfenkhloridami i dvukhloristoy seroy)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheukikh nauk,
1959, Mr 4, pp 657-662 (USSR)
ABSTRACT: In the present work the addition of phenyl-, benzil-, 2,4-di-
nitrophenyl-I 2-nitrophenyl sulphene chloride and sulphur di-
chloride to 1,1,1-trichloropropene was investigated. The aldi-
tion of phenyl sulphene chloride to 1,1,1-trichloropropene gave
1,1,1,3-tetrachloroisopropylphenylaulphide as the main rzoduct.
The dehydrochlorination of 1,1,1,3-tetrtchloroi3o propyl phenyl
sulphide with alkali in ethyl Cellosolve Gives a mixture the
composition of which depends mainly on the reaction conditionn.
The investigation of the reactions of other sulphone chlorides
shows that 294-dinitro- and 2-nitrophenyl 3ulphene chlorides do
not associate with 1,1,1-trichloropropene under the assumed
Card 1/2 conditions. The reaction of 1,1,1-trichloropropene with benzil
SOV/62-59-4-14/42
Interaction of 1,1,1-Trichloropropene Vith Sulphene Chlorides and Sulphur
Dichloride
sulphene chloride is core complicated and forms mainly a de-
hydrochlorinated adduct. Thecansideration of the reaction of
1,1,1-trichloropropene with sulphur dichloride, 2,4-dinitro-
and 2-nitrophenyl sulphene chloride shows a similarity between
the action of the -CC1 3 group having no double bond on the next
double bond and the action of other acceptor groups having
W-bonds. Sulphur dichloride reacts with 1,1,1-trichloropropene
to form 1,1,1,3-tetrachloroisopropyl sulphene chloride. There
are 6 references, 4 of which are Soviet.
ASSOCIATIONt Institut elementoorganicheakikh soyedineniy Akademii nauk SSSR
(Inatitute of Elemontal-organio Compounds of the Academy of
Sciences, USSR)
SUBMITTEDt July 13, 1957
Card 2/2
Preydlina, R. Kh., Kost, V. IT.2 30V/62-5~'-=-l
ATITHORS: 11
Vasillyeva, T..T., Reameyanov, A. H.
TITLE: Synthesis of D,L-a-aminocarboxylic Acids From Compounds Con-,
~ 1 ~
taining the CCl =CH Group (Sintez D,L-a-amino!_arbcro-ry.;_1 C~,
2
iz soyedineniy soderzhaahchikh CCI 2=C11-Sruppu)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otd_~leniye khimich~~W.
1959, Nr 5, PP 826 - 830 (USSR)
ABSTRACT: In this work the ammonolysis Of some a-chlo-_rocarboxylic aciu'3
was investigated which had been synthetized from tutrac".1-0-A-
alhan es by the effect of sulfuric acid or acetic acid in tl-c
presence of mercury acetate. T'his investigation was
out in order to find a way of sy-nthisizing amino acids and
their analogues appearing,in nature fTom tetrachloroalll~aneu.
The aynthasis is rather difficult and, in the caso of cl-_lr~i~iao
derivatives, the yield ie small according to data from publi-
cations. Two authors of this work and Petrov (Ref 7) succeedtd
in synthesizing D,L-proline and D,L-ornithine from a,6-d_Jc1,1oro-
and a-chloro-6-phthalimidovalerianic acidl they showed that the
yield does not depend on the nature of the halogen in a-posi-
Card 1/3 tion. In this work the initial products a-chlorodipinic, a-
Synthesis of D,L-a-aminocarboxylic Acids From SOV/62-59-5-10/40
Compounds Containing the CCl =CH Group
chloropimelic# and a-chlorosuberic acid were obtained (nef 2)1
a-chloroglutaric acid and a-chloro-p-(p-ohlorophanyl)propionic
acid (Ref 8) and a-chloro-&-phthalimidohexanic acid were ob-
tained under the same conditions from ltI.~dichloro-6'-phthali-
midohexene-I and Ill-dichloro-5-(p-ohlorophenyl propene. The,
beat method was that of the synthesis of a-ohloro-p-phenyl-
propionic acid from chlorophenyldiazonium and acrylonitrile
according to the Herrwein reaction (Ref 10) with subsequent
hydroly.dis of - nitrile of a-chloro-p-phenylpropionic acid. Start-
ing from the a,a,alef-tetrachloroalkane mentioned, the folloivLng
scheme is valid for the synthesis of the a-amino acids (phenWl-
alaline, p-chlorophenylalanine, 'glutamic acid, a-amino-adi'Oic
acid, a-aminopimelic acid, a-aminosuberic acido and lysine)
contained in this workt which appear in nature:
Ccl3CH2(CH2CH2)nCH2C1-4CCl 2-CH(CH2CH2)nCH2Cl
) CH2X__*HOOCCHCJ(CH?r
--*CCl9-CH(CH9CH2 11 ,H2 ) nCH 2~
--OHOOCCH.IIH2(CH 2CH2)JH~X
Card 2/3 n = 0,1,21... X=C6H 5' ClC6H4' COOHI C2H2COOH' C6H4 (CO)9N
Synthesis of D,L-a-aminocarboxylic Acids'-Fr"oin SOV/62-59-5-10/40
Compounds Containing the CCI 2-CH Group
It was also shown'that the synthesis of a-chloro-P-phenylprc;-.
pionic acid can be carried out by the effect of chlorine oa
1,1-dichloro-3-phenylpropene-1 in a formic acid medium wit'i a
yield of 63% of the theoretical yield, that is, without addi-
tion of mercury salts if anhydrous formic acid is used. Th~ire
are 19 references, 10 of which are Soviet.
ASSOCIATION: Institut elementoorganicheakikh soyedineniy Akademii nauk SSSR
(Institute of Elemental-Organio Compounds of the Academy of
Sciences, USSR)
SUBMITTED: August 2, 1957
Card 3/3
5 (3)
AUTHORS: NesmeyanoT. A. ff.j rreydlinag R. Kh., BOV/62-59-6-12/36
TITLE: Hetero- and Homolytical Rearrangements in the Chemical Trans-
formation of 1,1,1-Trichloro-2-methylpropene (Getero- i
gomoliticheskiye peregruppirovki pri khimicheskikh prevra-
shchenlyalch 1,1,1-trikhlor-2-matilpropena)
PERIODICAL: Izventiya 1kadenii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 6, pp 1028 - 1033 (USSR)
ABSTRACT: The Mation of mr to 1,1,1-trichlora-2-methylpropene in
the presence of benzoyl peroxide was investigated. Two isomers
are formed at the homolytical affiliation:
Cel3a - CH21 -4 6C1 2CCl - CH21
I I
CH3 CH3
(III) IT
In the case of the electrophilic affiliation in an acetic aoid
me(lium an affiliation must have occurred because of the strong-
Card 1/3 ly inducing effect of the M 3-group though this is in contra-