title: A naphthalene with unusual bond alternation made by annelation with bicyclo[2.1.1]hexene units: aromaticity and reactivity.
abstract: An entirely new naphthalene having one six-membered ring, whose bond lengths are equalized, and another ring, whose bond lengths are alternated, has been prepared via one-electron oxidation of a benzene annelated with three bicyclo[2.1.1]hexene units. The structure has been determined by X-ray crystallography and the aromaticity of two benzene rings estimated by theoretical calculations. Although the former six-membered ring has a higher degree of aromaticity, it has been found to be more reactive toward singlet oxygen owing to the greater strain contained in it. These results have been interpreted by means of theoretical calculations.
authors: Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
authors: Takayuki
authors: T
authors: Uto
authors: Tohru
authors: T
authors: Nishinaga
authors: Akira
authors: A
authors: Matsuura
authors: Ryota
authors: R
authors: Inoue
authors: Koichi
authors: K
authors: Komatsu