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Valence Isomerizations in Compounds with Strained Rings
Author(s) -
Vogel E.
Publication year - 1963
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.196300011
Subject(s) - valence (chemistry) , isomerization , valence bond theory , diene , chemistry , pyrolysis , transition state , photochemistry , computational chemistry , chemical physics , molecule , catalysis , organic chemistry , molecular orbital , natural rubber
Abstract Among the many molecular rearrangements that may occur in compounds with strained rings, valence (or valence bond) isomerizations have recently received special attention. Relief of strain in energy‐rich small or medium‐sized rings is the driving force behind these predominantly thermal (pyrolysis) reactions. In many instances, valence isomerizations must be considered as multicenter rearrangements (with six‐ or four‐membered cyclic transition states). This mechanism can be regarded as firmly established for Cope rearrangements, as well as for intracyclic diene syntheses and diene cleavages of strained rings, with which this paper deals.