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A method is proposed for assessing the π-electron content (EC) of rings of heteroatom-containing polycyclic conjugated molecules, applicable to the aza-derivatives of benzenoid hydrocarbons. Particular attention is paid to computing EC values of monoaza-derivatives of acenes. The changes of the EC-values, relative to those of the parent hydrocarbon, can also be (qualitatively) rationalized by means of resonance-theoretical arguments. General rules are formulated for the effect of substituting one CH group by a nitrogen heteroatom in various positions of an acene.
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Balaban et al. (2007) studied this question.
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