Entropy-controlled supramolecular photochirogenesis: enantiodifferentiating Z-E photoisomerization of cyclooctene included and sensitized by permethylated 6-O-benzoyl-beta-cyclodextrin.
In contrast to the photosensitization with a non-methylated analogue, supramolecular photochirogenesis with a novel permethylated mono(6-O-benzoyl)-beta-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.
Fukuhara
Gaku
G
Department of Molecular Chemistry, 2-1 Yamada-oka, Suita 565-0871, Japan.
Mori
Tadashi
T
Wada
Takehiko
T
Inoue
Yoshihisa
Y