Issue 16, 2006

The first supramolecular photosensitization of enantiodifferentiating bimolecular reaction: anti-Markovnikov photoaddition of methanol to 1,1-diphenylpropene sensitized by modified β-cyclodextrin

Abstract

Enantiodifferentiating polar photoaddition of methanol to 1,1-diphenylpropene included and sensitized by cyanonaphthalene-modified β-cyclodextrin was examined for the first time to give optically active anti-Markovnikov adduct with accompanying inversion of the chiral sense of the photoproduct by temperature, which is entropic in origin.

Graphical abstract: The first supramolecular photosensitization of enantiodifferentiating bimolecular reaction: anti-Markovnikov photoaddition of methanol to 1,1-diphenylpropene sensitized by modified β-cyclodextrin

Supplementary files

Article information

Article type
Communication
Submitted
03 Feb 2006
Accepted
27 Feb 2006
First published
20 Mar 2006

Chem. Commun., 2006, 1712-1714

The first supramolecular photosensitization of enantiodifferentiating bimolecular reaction: anti-Markovnikov photoaddition of methanol to 1,1-diphenylpropene sensitized by modified β-cyclodextrin

G. Fukuhara, T. Mori, T. Wada and Y. Inoue, Chem. Commun., 2006, 1712 DOI: 10.1039/B601674J

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