The aromaticity and Möbius characteristics of carbeno[8]heteroannulenes and triplet state annulenes

Abstract

Two types of annulene which may show significant Möbius aromatic character and bond and twist delocalisation are proposed; triplet states with 4n + 2 occupancy of the p_π array of atomic orbitals and a novel 8-π carbeno[8]heteroannulene ring system 1 where the Hückel highly antiaromatic nature as a planar system can be attenuated or even reversed by the C₂ symmetric Möbius distortion.