Conclusions
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1.
The reaction of the sodium derivative of trimethylsilylacetylene with γ-, σ-, and ɛ-silicon-containing ketones was studied. A method was found of preparing tertiary acetylenic alcohols with two silicon atoms per molecule.
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2.
The alcohols prepared were dehydrated to give the corresponding alkenes containing two silicon atoms. Hydration of the latter compounds is accompanied by cleavage of the silicon-acetylenic Si-C bond, which results in the formation of unsaturated organosilicon ketones.
Literature cited
M. F. Shostakovskii, N. V. Komarov, and V. K. Roman, Author's certificate No. 161,742 (1963); Byull. izobr. No. 8 (1964).
T. I. Temnikova, Course in the Theoretical Bases of Organic Chemistry [in Russian], Goskhimizdat, Leningrad (1959), p. 328.
A. D. Petrov and L. L. Shchukovskaya, Zh. obshch. khimii,25, 1128 (1955).
A. D. Petrov and S. I. Sadykh-Zade, Dokl. AN SSSR,152, 1297 (1952).
M. F. Shostakovskii, N. V. Komarov, and O. G. Yarosh, Zh. prikl. khimii,38, 435 (1965).
N. V. Komarov, V. K. Roman, and L. I. Komarova, Izv. AN SSSR, Ser. khim.,1966, 1464.
L. H. Sommer, F. P. MacKay, O. W. Steward, and P. G. Campbell, J. Amer. Chem. Soc.,79, 2765 (1957).
M. F. Shostakovskii, N. V. Komarov, and V. K. Roman, Author's certificate No. 161,745 (1963); Byull. izobr. No. 8, 1964; Zh. obshch. khimii,35, 2017 (1965).
R. H. Krieble, J. Amer. Chem. Soc.,67, 1810 (1945).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2558–2560, November, 1967.
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Komarov, N.V., Roman, V.K., Yarosh, O.G. et al. Reaction of sodium trimethylsilylacetylide with silicon-containing ketones. Russ Chem Bull 16, 2437–2439 (1967). https://doi.org/10.1007/BF00911863
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DOI: https://doi.org/10.1007/BF00911863