TY - JOUR
T1 - Role of entropy in supramolecular photochirogenesis
T2 - Enantiodifferentiating photoisomerization of cyclooctenes in chiral sensitizer-immobilized MCM-41 cavities
AU - Maeda, Ryo
AU - Wada, Takehiko
AU - Kusaka, Atsushi
AU - Mori, Tadashi
AU - Iwamoto, Masakazu
AU - Inoue, Yoshihisa
N1 - Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2011/9
Y1 - 2011/9
N2 - To examine the effects of confinement, or low-entropy environments, we employed the mesoporous silicate MCM-41 modified with optically active benzenetetracarboxylates as chiral reaction media to effect the enantiodifferentiating photoisomerization of (Z)-cyclooctene and (Z,Z)-1,5-cyclooctadiene. The ee of the (E)-isomer produced and its temperature dependence behavior in MCM-41 were completely different from those observed in homogeneous solutions. Immobilizing the sensitizer in MCM-41 reduced the contribution of the entropy factor.
AB - To examine the effects of confinement, or low-entropy environments, we employed the mesoporous silicate MCM-41 modified with optically active benzenetetracarboxylates as chiral reaction media to effect the enantiodifferentiating photoisomerization of (Z)-cyclooctene and (Z,Z)-1,5-cyclooctadiene. The ee of the (E)-isomer produced and its temperature dependence behavior in MCM-41 were completely different from those observed in homogeneous solutions. Immobilizing the sensitizer in MCM-41 reduced the contribution of the entropy factor.
UR - http://www.scopus.com/inward/record.url?scp=80052215738&partnerID=8YFLogxK
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U2 - 10.1039/c1pp05087g
DO - 10.1039/c1pp05087g
M3 - Article
C2 - 21655623
AN - SCOPUS:80052215738
VL - 10
SP - 1390
EP - 1392
JO - Photochemical and Photobiological Sciences
JF - Photochemical and Photobiological Sciences
SN - 1474-905X
IS - 9
ER -