It was shown that the stereoisomeric trans- and cis-Β-chlorovinylmercury chlorides undergo mutual transformation when either of the stereoisomers is heated above the melting point. A similar reversible isomerization also proceeds in the presence of mercuric chloride.
Treatment of the cis-isomer with sodium iodide and phenylmagnesium chloride leads, respectively, to the formation of symmetrization and substitution products, whereas the trans-isomer eliminates acetylene in both reactions.
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A. N. Nesmeyanov, A. K. Prokof'ev, N. S. érdyneev, A. E. Borisov, and O. Yu. Okhlobystin, Doki. Akad. Nauk SSSR,210, 156 (1973).
R. Kh. Freidlina and A. N. Nesmeyanov, Dokl. Akad. Nauk SSSR,26, 59 (1940).
M. V. Kashutina and O. Yu. Okhlobystin, Izv. Akad. Nauk SSSR, Ser. Khim., 448 (1968).
A. N. Nesmeyanov, A. E. Borisov, N. V. Novikova, and E. I. Fedin, J. Organometal. Chem.,15, 279 (1968).
L. Hellerman and M. D. Newman, J. Amer. Chem. Soc.,54, 2859 (1932).
M. S. Kharasch and A. L. Fiener, J. Amer. Chem. Soc.,54, 674 (1932).
A. N. Nesmeyanov, A. E. Borisov, and N. V. Novikova, Izv. Akad. Nauk SSSR, Ser. Khim., 857 (1970).
C. S. Marvel, C. C. Ganerke, and E. L. Hill, J. Amer. Chem. Soc.,47, 3009 (1925).
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1814–1816, August, 1973.
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Nesmeyanov, A.N., Prokof'ev, A.K., érdyneev, N.S. et al. Chemical transformations of Β-chlorovinylmercury chlorides. Russ Chem Bull 22, 1757–1759 (1973). https://doi.org/10.1007/BF00932108
- Melting Point