Abstract
AbstractThe aromatic stabilities of bridged hetero[n]annulenes (n = even, odd) and the parent structures of hetero‐[n]annulenes and hetero[n]polycycles have been predicted by the topological resonance energy, TRE, approach. The TRE criterion places bridged structures in all cases studied between the hetero[n]annulenes and hetero[n]polycyclic systems. The extra aromatic stability of the bridged heteroannulenes compared to heteroannulenes is attributed to homoaromatic interaction across the ring at the bridge sites. Available experimental evidence supports the theoretical results.
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