Strained dehydrobenzoannulenes

Ichiro Hisaki, Motohiro Sonoda, Yoshito Tobe*

*Corresponding author for this work

Research output: Contribution to journalShort surveypeer-review

63 Scopus citations


Dehydrobenzoannulenes (DBAs) have been attracting a great deal of interest as a result of their potential applications as optoelectronic materials, precursors of new forms of carbon materials, and as building blocks for hitherto-unknown 2D carbon networks consisting of sp and sp2 carbon atoms. Among the DBAs, those with substantial strain due to bond-angle deformation at the triple bonds exhibit greater potential as electronic communication units and precursors of new polycyclic, conjugated ring systems owing to their high reactivity towards carbon-carbon bond-forming reactions. It is also of interest to see how the deformation of triple bonds affects the cyclic conjugation of π systems, that is, the aromaticity/antiaromaticity of DBAs. This article reviews these characteristic aspects of strained DBAs.

Original languageEnglish
Pages (from-to)833-847
Number of pages15
JournalEuropean Journal of Organic Chemistry
Issue number4
StatePublished - 13 Feb 2006


  • Alkynes
  • Annulenes
  • Fused-ring systems
  • Strained molecules


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