Role of entropy in supramolecular photochirogenesis: enantiodifferentiating photoisomerization of cyclooctenes in chiral sensitizer-immobilized MCM-41 cavities

Autor: Masakazu Iwamoto, Yoshihisa Inoue, Takehiko Wada, Tadashi Mori, Ryo Maeda, Atsushi Kusaka
Rok vydání: 2011
Předmět:
Zdroj: Photochemicalphotobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology. 10(9)
ISSN: 1474-9092
Popis: 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.
Databáze: OpenAIRE