Effect of benzocyclobutadieno-annelation on cyclic conjugation in perylene

Ivan Gutman*, Beba Stojanovska


Earlier studies showed that the intensity of cyclic conjugation in the central ring R of perylene
can be significantly altered by means of benzo-annelation. In particular, linear (resp. angular) benzoannelation
was found to decrease (resp. increase) the intensity of cyclic conjugation in R .We now examine
the analogous effect of benzocyclobutadieno-annelation, and show that linear annelation strongly increases
the cyclic conjugation in R, whereas the effect of angular annelation is negligibly small.


polycyclic aromatic hydrocarbons; cyclic conjugation; energy effect of cyclic conjugation; perylene; benzocyclobutadieno-annelated perylene

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Suggested by the anonymous referee.

DOI: http://dx.doi.org/10.20450/mjcce.2011.38


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