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Rearrangements in Vinyl Cations

Andrey Aleksandrovich Shchegolev 1
Andrey Aleksandrovich Shchegolev
, 
M I Kanishchev 1
M I Kanishchev
1 N. D. Zelinskii Institute of Organic Chemistry of the USSR Academy of Sciences, Moscow
Published 30 November 1980
Communication , Volume 50, Issue 6, 553-564
10
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Shchegolev A. A., Kanishchev M. I. Rearrangements in Vinyl Cations // Russian Chemical Reviews. 1981. Vol. 50. No. 6. pp. 553-564.
GOST all authors (up to 50)
Shchegolev A. A., Kanishchev M. I. Rearrangements in Vinyl Cations // Russian Chemical Reviews. 1981. Vol. 50. No. 6. pp. 553-564.
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TY - JOUR
DO - 10.1070/RC1981v050n06ABEH002650
UR - https://rcr.colab.ws/publications/10.1070/RC1981v050n06ABEH002650
TI - Rearrangements in Vinyl Cations
T2 - Russian Chemical Reviews
AU - Shchegolev, Andrey Aleksandrovich
AU - Kanishchev, M I
PY - 1981
DA - 1980/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 553-564
IS - 6
VL - 50
ER -
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@article{1981_Shchegolev,
author = {Andrey Aleksandrovich Shchegolev and M I Kanishchev},
title = {Rearrangements in Vinyl Cations},
journal = {Russian Chemical Reviews},
year = {1981},
volume = {50},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1981v050n06ABEH002650},
number = {6},
pages = {553--564},
doi = {10.1070/RC1981v050n06ABEH002650}
}
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Shchegolev, Andrey Aleksandrovich, and M I Kanishchev. “Rearrangements in Vinyl Cations.” Russian Chemical Reviews, vol. 50, no. 6, Nov. 1981, pp. 553-564. https://rcr.colab.ws/publications/10.1070/RC1981v050n06ABEH002650.
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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.