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Donor‐Acceptor‐Stabilized 1,6‐Methano[10]annulene Derivatives
Author(s) -
Neidlein Richard,
Zeiner Hartmut
Publication year - 1981
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.198110321
Subject(s) - annulene , solvatochromism , acceptor , bicyclic molecule , chemistry , valence (chemistry) , resonance (particle physics) , crystallography , photochemistry , stereochemistry , molecule , physics , condensed matter physics , atomic physics , organic chemistry
Compound (1) , in which the bicyclic quinoid structure is part of a “push‐pull system”, is surprisingly stable ; the valence isomer with norcaradiene structure could not be isolated. The carbonyl stretching vibration in the IR spectrum (1610 cm −1 ) and the negative solvatochromism of the longest‐wave UV band point to participation of the resonance structure (2) .
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