Photooxygenation reactions of 4-flavanols and benzylic-type alcohols.
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概要
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On irradiation in benzene under oxygen atmosphere <I>cis</I>- and <I>trans</I>-4-flavanols gave flavanones with significant structural effects on the yield: A high cis/trans selectivity and enhancement effect by electron-donating substituents. A series of benzylic-type alcohols showed similar substituent effects. The structure-reactivity relationships were explained in terms of the stereoelectronic requirements for favorable overlapping of intermediates. In order to infer the active oxidant species, the above photoreactions were compared with the oxidations by singlet oxygen and superoxide ion. The involvement of superoxide ion or its related species such as electron transfer complex R<SUP>+·</SUP>···O<SUB>2</SUB><SUP>−·</SUP> was suggested. The effects of additives and solvents were also investigated.
- 公益社団法人 日本化学会の論文
著者
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Suzuki Morio
Department Of Material Science Department Of Applied Chemistry Faculty Of Engineering Shizuoka Unive
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Matsushima Ryoka
Department Of Applied Chemistry Faculty Of Engineering Shizuoka University
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Morioka Motonobu
Department Of Materials Science And Chemical Engineering Faculty Of Engineering Shizuoka University
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MIZUNO HIDEO
Department of Animal Breeding, Faculty of Agriculture, University of Tokyo
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Yamazaki Eiji
Department of Industrial Chemistry, Faculty of Engineering, Shizuoka University
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Takabe Fumiaki
Department of Industrial Chemistry, Faculty of Engineering, Shizuoka University
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Morioka Motonobu
Department of Industrial Chemistry, Faculty of Engineering, Shizuoka University
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Suzuki Morio
Department of Industrial Chemistry, Faculty of Engineering, Shizuoka University
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