Abstract:
The literature data on the rearrangements of vinyl cationoid intermediates arising in the solvolysis of various vinyl derivatives and in the addition of cationoid reagents to the triple bond are examined and the differences between the rearrangements of vinyl cations and those of the "usual" saturated carbonium ions are demonstrated. The influence of the structure of vinyl cationoid intermediates on the rate and mode of rearrangements of various types (the migration of alkyl and aryl groups, shifts via the double bond and to a double bond, and higher-order shifts) are discussed. The bibliography includes 87 references.
Bibliographic databases:
Document Type:
Article
UDC:
547.1
Language: English
Original paper language: Russian
Citation:
A. A. Shchegolev, M. I. Kanishchev, “Rearrangements in Vinyl Cations”, Usp. Khim., 50:6 (1981), 1046–1071; Russian Chem. Reviews, 50:6 (1981), 553–564
Linking options:
https://www.mathnet.ru/eng/rcr3315
https://doi.org/10.1070/RC1981v050n06ABEH002650
https://www.mathnet.ru/eng/rcr/v50/i6/p1046
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S. M. Lukyanov, A. V. Koblik, L. A. Muradyan, Russian Chem. Reviews, 67:10 (1998), 817–856
Jane J. Janas, Edward T. Asirvatham, Edward McNelis, Tetrahedron Letters, 26:16 (1985), 1967
Annual Reports in Organic Synthesis–1981, 1982, 1
A. A. SHCHEGOLEV, M. I. KANISHCHEV, Chemischer Informationsdienst, 12:40 (1981)
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