Premium
Valence‐Bond Isomers of Substituted Benzenes
Author(s) -
Viehe H. G.
Publication year - 1965
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.196507461
Subject(s) - benzene , limiting , planar , valence (chemistry) , molecule , valence bond theory , chemistry , computational chemistry , organic chemistry , computer science , molecular orbital , computer graphics (images) , engineering , mechanical engineering
Dewar benzene, Ladenburg benzene (prismane), and a combination of these bond systems (benzvalene) have variously been discussed as planar limiting structures of benzene, although they have no physical reality. If, however, we regard these systems as non‐planar structures (as did their originators), they become chemical individuals, derivatives of which have recently been isolated. In addition to being a valance‐bond isomer of benzene, benzvalene is also the first member of a still largely hypothetical series of molecules (the valenes), in which the skeleton atoms can change places with their neighbors to produce the valencebond isomers. The best‐known representative of this class is bullvalene.