Author:
Lombardo L,McCulloch RK,Wege D
Abstract
Synthetic routes to
5H-benzo[3,4]cyclobuta[1,2]cyclohepten-5-one (6), 6H-benzo[3,4]cyclobuta-[1,2]cyclohepten-6-one
(5) and 7H- benzo[3,4]cyclobuta[1,2]cyclohepten-7-one (7), which are analogues
of biphenylene in which one benzenoid ring has been replaced by the
cyclohepta-2,4,6-trienone (tropone) ring, have been investigated. The tropone
(5) was obtained as a stable, crystalline solid and 1H n.m.r, evidence suggests
that (5) has a more localized π-bond system in the seven-membered ring
than tropone itself. The reactive tropone derivative (7) was generated in
solution, and trapped as a 6πs+4πs cycloadduct
with cyclopentadiene.
Cited by
9 articles.
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