通过固定在沸石超笼中的光学活性敏化剂实现的首次光敏对映体分化异构化。
First photosensitized enantiodifferentiating isomerization by optically active sensitizer immobilized in zeolite supercages.
作者信息
Wada T, Shikimi M, Inoue Y, Lem G, Turro N J
机构信息
Department of Molecular Chemistry, Graduate School of Engineering, Osaka University, Yamada-oka, Suita 565-0871, Japan.
出版信息
Chem Commun (Camb). 2001 Sep 21(18):1864-5. doi: 10.1039/b105381g.
Enantiodifferentiating photoisomerization of (Z)-cyclooctene sensitized by (R)- or (S)-1-methylheptyl benzoate immobilized in zeolite supercages afforded the respective enantiomer pair, (-)- and (+)-(E)-isomer (1E) in 5% enantiomeric excess, whilst racemic 1E was obtained upon homogeneous-phase photosensitization with the same antipodal sensitizer pair, thus demonstrating for the first time that chirally modified zeolites not only serve as supramolecular photosensitizing media but also enhance the original enantiodifferentiating ability of chiral photosensitizer.
固定在沸石超笼中的（R）-或（S）-苯甲酸-1-甲基庚酯敏化的（Z）-环辛烯的对映体选择性光异构化分别得到了对映体对，即对映体过量5%的（-）-和（+）-（E）-异构体（1E），而用相同的对映体敏化剂对进行均相光敏化时得到的是外消旋1E，从而首次证明手性修饰的沸石不仅可作为超分子光敏介质，还能增强手性光敏剂原有的对映体区分能力。
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