Abstract

Acenaphthylene, fluoranthene and their congeners are compounds that, in view of their chemical and physical properties, belong among benzenoid hydrocarbons. However, because of the presence of a five-membered ring, in all chemical-graph-theoretical considerations of benzenoid systems, these species have been disregarded. Continuing our recent studies of the title compounds, we report here on a peculiar characteristic of the pattern of their cyclic conjugation, named “the phenyl-cyclopentadienyl rule” (PCP rule): if a benzene ring is connected with the (unique) five-membered ring by exactly one carbon-carbon bond (which we refer to as a PCP constellation), then the cyclic conjugation in the five-membered ring significantly increases. If there are several PCP constellations, then the intensity of cyclic conjugation is additionally increased.

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