Construction of a Hemifullerene Skeleton: A Regioselective Intramolecular Oxidative Cyclization |
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Authors: | Dr Toru Amaya Takanori Ito Prof?Dr Toshikazu Hirao |
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Institution: | 1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada‐oka, Suita, Osaka 565‐0871(Japan);2. JST, ACT‐C, 4‐1‐8 Honcho, Kawaguchi, Saitama, 332‐0012 (Japan) |
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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. |
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Keywords: | arenes fullerenes fused‐ring system regioselectivity |
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