Entrainer effect on photochirogenesis in near- and supercritical carbon dioxide: dramatic enhancement of enantioselectivity |
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| Authors: | Nishiyama Yasuhiro Wada Takehiko Asaoka Sadayuki Mori Tadashi McCarty Taylor A Kraut Nadine D Bright Frank V Inoue Yoshihisa |
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| Affiliation: | Department of Applied Chemistry, Osaka University, Suita 565-0871, Japan. |
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| Abstract: | Diethyl ether added as an entrainer (cosolvent) to near- and supercritical CO2 significantly enhanced the enantioselectivity of photocyclization of 5,5-diphenyl-4-penten-1-ol sensitized by saccharide naphthalenedicarboxylate to give a cyclization product in enantiomeric excesses much larger than those obtained in conventional organic solvents, revealing the unique features of nc- and sc-CO2 as well as the critical role of entrainer clustering to the intervening diastereomeric exciplex pair. |
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