Issue 33, 2005

Entropy-controlled supramolecular photochirogenesis: enantiodifferentiating Z–E photoisomerization of cyclooctene included and sensitized by permethylated 6-O-benzoyl-β-cyclodextrin

Abstract

In contrast to the photosensitization with a non-methylated analogue, supramolecular photochirogenesis with a novel permethylated mono(6-O-benzoyl)-β-cyclodextrin exhibited a critical dependence of the product's enantiomeric excess upon temperature, and possessed a large differential entropy of activation (−11 J K−1 mol−1) for which the flexible host skeleton is likely to be responsible.

Graphical abstract: Entropy-controlled supramolecular photochirogenesis: enantiodifferentiating Z–E photoisomerization of cyclooctene included and sensitized by permethylated 6-O-benzoyl-β-cyclodextrin

Supplementary files

Article information

Article type
Communication
Submitted
08 Apr 2005
Accepted
27 Jun 2005
First published
21 Jul 2005

Chem. Commun., 2005, 4199-4201

Entropy-controlled supramolecular photochirogenesis: enantiodifferentiating Z–E photoisomerization of cyclooctene included and sensitized by permethylated 6-O-benzoyl-β-cyclodextrin

G. Fukuhara, T. Mori, T. Wada and Y. Inoue, Chem. Commun., 2005, 4199 DOI: 10.1039/B504948B

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