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A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins
Authors:Cheng Yang  Tadashi Mori  Yoshihisa Inoue
Institution:a ICORP Entropy Control Project, JST, Japan
b Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan
Abstract:The enantiodifferentiating 4+4] photocyclodimerization of anthracenecarboxylic acid (AC) mediated by native, mono- and di-3,6-anhydro-γ-cyclodextrins was investigated in both aqueous solution and solid-state. The solid-state photolyses gave inherently disfavored head-to-head photodimers in much higher chemical and optical yields than in the aqueous solution.
Keywords:Photocyclodimerization  Anthracenecarboxylic acid  Solid-state  3  6-Anhydro-γ-cyclodextrin
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