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Novel Synthesis and Molecular Structure of the Pyrene Isomer Dicyclohepta[ cd,gh ]pentalene (Azuleno[2,1,8‐ ija ]azulene)
Author(s) -
Vogel Emanuel,
Wieland Herbert,
Schmalstieg Lutz,
Lex Johann
Publication year - 1984
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.198407171
Subject(s) - azulene , pentalene , annulene , chemistry , stereochemistry , molecule , steric effects , crystallography , photochemistry , organic chemistry
The planar structure of the title compound 1 could be confirmed by X‐ray structure analysis. The shortness of the central bond (1.35 Å) favors the resonance structure B ; that is, 1 can be regarded as a [14]annulene perturbed by the C C bridge.—The decisive reaction step is a novel type of Ramberg‐Bäcklund analogous rearrangement.