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The belt-like polyphenylenes, [0n]paracyclophanes, (n = 5 and 6), have been investigated using semi-empirical, ab initio and DFT methods. The molecular structure, rotational barrier on twisting a single phenyl ring and the aromatic character within each ring as well as in the whole molecule have been evaluated. [05]Paracyclophane is predicted to have a quinonoid structure. In contrast, the equatorial pentaphenyl fragment found in C70 as well as the hexagons of the less strained [06]paracyclophane have benzenoid character. Approximate band structures have been derived for larger cycles of [0n] paracyclophanes.

The Interplay of Angle Strain and Aromaticity: Molecular and Electronic Structures of [0 n ]Paracyclophanes