title: Construction of a hemifullerene skeleton: a regioselective intramolecular oxidative cyclization.
abstract: A two-step synthesis of a strained π bowl, with hemifullerene skeleton from sumanene, was achieved in a high yield. The first step is a base-promoted condensation reaction with a benzophenone compound, bis(3,5-dimethylphenyl)methanone. The second step is the regioselective intramolecular oxidative cyclization, which is a key reaction for the hemifullerene skeleton synthesis. This regioselective cyclization is likely to be under thermodynamic control. This strategy will allow facile synthesis of various highly strained π bowls.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada-oka, Suita, Osaka 565-0871(Japan). amaya@chem.eng.osaka-u.ac.jp.
authors.forename: Toru
authors.initials: T
authors.lastname: Amaya
authors.forename: Takanori
authors.initials: T
authors.lastname: Ito
authors.forename: Toshikazu
authors.initials: T
authors.lastname: Hirao
keywords: arenes; fullerenes; fused-ring system; regioselectivity