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- Title
Construction of a Hemifullerene Skeleton: A Regioselective Intramolecular Oxidative Cyclization.
- Authors
Amaya, Toru; Ito, Takanori; Hirao, Toshikazu
- 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.
- Subjects
FULLERENES; GRAPHENE synthesis; REGIOSELECTIVITY (Chemistry); MOLECULAR structure of fullerenes; BENZOPHENONES; CONDENSATION reactions; RING formation (Chemistry); THERMODYNAMIC control; OXIDATION
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 18, p5573
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201500548