Electrostatic manipulation of enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate within γ-cyclodextrin cavity through chemical modification. Inverted product distribution and enhanced enantioselectivity

Asao Nakamura; Yoshihisa Inoue

doi:10.1021/ja050704e

Electrostatic manipulation of enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate within γ-cyclodextrin cavity through chemical modification. Inverted product distribution and enhanced enantioselectivity

Asao Nakamura, Yoshihisa Inoue

Research output: Contribution to journal › Article › peer-review

100 Citations (Scopus)

Abstract

In the enantiodifferentiating supramolecular photocyclodimerization of 2-anthracenecarboxylate using γ-cyclodextrin with a dicationic side chain, a dramatic switching of the product selectivity and a significant enhancement of the enantiomeric excess were achieved by introducing a flexible dicationic sidearm to native γ-cyclodextrin and also by lowering the temperature and solvent polarity.

Original language	English
Pages (from-to)	5338-5339
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	15
DOIs	https://doi.org/10.1021/ja050704e
Publication status	Published - 2005 Apr 20

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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Electrostatic manipulation of enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate within γ-cyclodextrin cavity through chemical modification. Inverted product distribution and enhanced enantioselectivity. / Nakamura, Asao; Inoue, Yoshihisa.
In: Journal of the American Chemical Society, Vol. 127, No. 15, 20.04.2005, p. 5338-5339.

Research output: Contribution to journal › Article › peer-review

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Electrostatic manipulation of enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate within γ-cyclodextrin cavity through chemical modification. Inverted product distribution and enhanced enantioselectivity

Abstract

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