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Neighboring‐Group Effects and Rearrangements in Reactions of Cyclopropylmethyl, Cyclobutyl, and Homoallyl Systems
Author(s) -
Hanack M.,
Schneider H.J.
Publication year - 1967
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.196706661
Subject(s) - carbonium ion , cyclobutane , cyclopropane , group (periodic table) , ring (chemistry) , chemistry , double bond , connection (principal bundle) , ion , stereochemistry , mathematics , organic chemistry , geometry
The neighboring‐group effect produced by a double bond in the homoallyl position or by a cyclopropane or cyclobutane ring leads to interesting rearrangements, which are discussed in this paper mainly from the point of view of mechanism, but also from that of preparative work. The question of the postulated non‐classical carbonium ions acquires a special significance in this connection.