A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins

Cheng Yang; Masaki Nishijima; Asao Nakamura; Tadashi Mori; Takehiko Wada; Yoshihisa Inoue

doi:10.1016/j.tetlet.2007.04.104

A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins

Cheng Yang, Masaki Nishijima, Asao Nakamura, Tadashi Mori, Takehiko Wada, Yoshihisa Inoue

研究成果: Article

27 引用（Scopus）

抜粋

The enantiodifferentiating [4+4] photocyclodimerization of anthracenecarboxylic acid (AC) mediated by native, mono- and di-3,6-anhydro-γ-cyclodextrins was investigated in both aqueous solution and solid-state. The solid-state photolyses gave inherently disfavored head-to-head photodimers in much higher chemical and optical yields than in the aqueous solution.

元の言語	English
ページ（範囲）	4357-4360
ページ数	4
ジャーナル	Tetrahedron Letters
巻	48
発行部数	25
DOI	https://doi.org/10.1016/j.tetlet.2007.04.104
出版物ステータス	Published - 2007 6 18
外部発表	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

文献にアクセス

10.1016/j.tetlet.2007.04.104

フィンガープリント A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins' の研究トピックを掘り下げます。これらはともに一意のフィンガープリントを構成します。

これを引用

Yang, C., Nishijima, M., Nakamura, A., Mori, T., Wada, T., & Inoue, Y. (2007). A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins. Tetrahedron Letters, 48(25), 4357-4360. https://doi.org/10.1016/j.tetlet.2007.04.104

A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins. / Yang, Cheng; Nishijima, Masaki; Nakamura, Asao; Mori, Tadashi; Wada, Takehiko; Inoue, Yoshihisa.

：: Tetrahedron Letters, 巻 48, 番号 25, 18.06.2007, p. 4357-4360.

研究成果: Article

Yang, C, Nishijima, M, Nakamura, A, Mori, T, Wada, T & Inoue, Y 2007, 'A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins', Tetrahedron Letters, 巻. 48, 番号 25, pp. 4357-4360. https://doi.org/10.1016/j.tetlet.2007.04.104

Yang, Cheng ; Nishijima, Masaki ; Nakamura, Asao ; Mori, Tadashi ; Wada, Takehiko ; Inoue, Yoshihisa. / A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins. ：: Tetrahedron Letters. 2007 ; 巻 48, 番号 25. pp. 4357-4360.

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abstract = "The enantiodifferentiating [4+4] photocyclodimerization of anthracenecarboxylic acid (AC) mediated by native, mono- and di-3,6-anhydro-γ-cyclodextrins was investigated in both aqueous solution and solid-state. The solid-state photolyses gave inherently disfavored head-to-head photodimers in much higher chemical and optical yields than in the aqueous solution.",

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author = "Cheng Yang and Masaki Nishijima and Asao Nakamura and Tadashi Mori and Takehiko Wada and Yoshihisa Inoue",

year = "2007",

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doi = "10.1016/j.tetlet.2007.04.104",

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AU - Yang, Cheng

AU - Nishijima, Masaki

AU - Nakamura, Asao

AU - Mori, Tadashi

AU - Wada, Takehiko

AU - Inoue, Yoshihisa

PY - 2007/6/18

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N2 - The enantiodifferentiating [4+4] photocyclodimerization of anthracenecarboxylic acid (AC) mediated by native, mono- and di-3,6-anhydro-γ-cyclodextrins was investigated in both aqueous solution and solid-state. The solid-state photolyses gave inherently disfavored head-to-head photodimers in much higher chemical and optical yields than in the aqueous solution.

AB - The enantiodifferentiating [4+4] photocyclodimerization of anthracenecarboxylic acid (AC) mediated by native, mono- and di-3,6-anhydro-γ-cyclodextrins was investigated in both aqueous solution and solid-state. The solid-state photolyses gave inherently disfavored head-to-head photodimers in much higher chemical and optical yields than in the aqueous solution.

KW - 3,6-Anhydro-γ-cyclodextrin

KW - Anthracenecarboxylic acid

KW - Photocyclodimerization

KW - Solid-state

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