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A Novel Rearrangement of the Azulene Skeleton: Ring Contraction of a Dihydroazulene to an Indene Derivative
Author(s) -
Hünig Siegfried,
Ort Burkhard
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.198402371
Subject(s) - azulene , chemistry , indene , derivative (finance) , yield (engineering) , ring (chemistry) , stereochemistry , photochemistry , computational chemistry , medicinal chemistry , organic chemistry , physics , financial economics , economics , thermodynamics
A novum in the chemistry of azulenes is the rearrangement of 1 into 2 in 95% yield. A highly plausible mechanism is proposed for this reaction. Normally azulenes rearrange to naphthalenes.