Entrainer effect on photochirogenesis in near-and supercritical carbon dioxide: Dramatic enhancement of enantioselectivity

Yasuhiro Nishiyama; Takehiko Wada; Sadayuki Asaoka; Tadashi Mori; Taylor A. McCarty; Nadine D. Kraut; Frank V. Bright; Yoshihisa Inoue

doi:10.1021/ja801254z

Entrainer effect on photochirogenesis in near-and supercritical carbon dioxide: Dramatic enhancement of enantioselectivity

Yasuhiro Nishiyama, Takehiko Wada, Sadayuki Asaoka, Tadashi Mori, Taylor A. McCarty, Nadine D. Kraut, Frank V. Bright, Yoshihisa Inoue

研究成果: Article › 査読

20 被引用数 (Scopus)

抄録

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.

本文言語	English
ページ（範囲）	7526-7527
ページ数	2
ジャーナル	Journal of the American Chemical Society
巻	130
号	24
DOI	https://doi.org/10.1021/ja801254z
出版ステータス	Published - 2008 6月 18
外部発表	はい

ASJC Scopus subject areas

触媒
化学 (全般)
生化学
コロイド化学および表面化学

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10.1021/ja801254z

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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.",

author = "Yasuhiro Nishiyama and Takehiko Wada and Sadayuki Asaoka and Tadashi Mori and McCarty, {Taylor A.} and Kraut, {Nadine D.} and Bright, {Frank V.} and Yoshihisa Inoue",

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T1 - Entrainer effect on photochirogenesis in near-and supercritical carbon dioxide

T2 - Dramatic enhancement of enantioselectivity

AU - Nishiyama, Yasuhiro

AU - Wada, Takehiko

AU - Asaoka, Sadayuki

AU - Mori, Tadashi

AU - McCarty, Taylor A.

AU - Kraut, Nadine D.

AU - Bright, Frank V.

AU - Inoue, Yoshihisa

PY - 2008/6/18

Y1 - 2008/6/18

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AB - 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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Entrainer effect on photochirogenesis in near-and supercritical carbon dioxide: Dramatic enhancement of enantioselectivity

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