Synthesis of oxosumanenes through benzylic oxidation |
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| Authors: | Amaya Toru Hifumi Maiko Okada Michiaki Shimizu Yasutomo Moriuchi Toshiyuki Segawa Kouji Ando Yoichi Hirao Toshikazu |
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| Affiliation: | Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada-oka, Suita, Osaka 565-0871, Japan. |
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| Abstract: | ![]()
Oxosumanenes were synthesized through benzylic oxidation. The electronic and redox properties were revealed to exhibit the expanded π-conjugation compared to sumanene. Single-crystal X-ray analysis of monooxosumanene showed columnar π-stacking in a concave-convex fashion. Stereoselective trimethylation of the trioxo derivative was performed via 1,2-addition to the carbonyl groups. |
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