Strained Dehydrobenzoannulenes

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...

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Bibliographic Details
Published in:European Journal of Organic Chemistry 2006-02, Vol.2006 (4), p.833-847
Main Authors: Hisaki, Ichiro, Sonoda, Motohiro, Tobe, Yoshito
Format: Article
Language:English
Subjects:
Alkynes
Annulenes
Fused-ring systems
Strained molecules
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Summary: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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200500705