Photochemical reactions of 4-flavanols in the presence of ketone sensitizers.
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概要
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Irradiation of an oxygen-free benzene solution of <I>cis</I>-4-flavanol <B>1a</B> by a mercury lamp in the presence of benzophenone gave 4-flavanone (32%), benzopinacol (85%), <I>cis</I>- and <I>trans</I>-2-(diphenylhydroxymethyl)-4-flavanols (7.6%), and 2-(diphenylhydroxymethyl)-4-flavanone (7.7%), whereas photolysis of <I>cis</I>-4-acetoxyflavane under similar conditions gave <I>cis</I>-2-(diphenylhydroxymethyl)-4-acetoxyflavane(24%), 2,2′-bi-4-acetoxyflavane (6%), and benzopinacol. Photolysis of <B>1a</B> in acetone gave 4-flavanone (3.6%), <I>trans</I>-4-(1-hydroxy-1-methylethyl)-4-flavanols (9.9%). The <I>cis</I> isomers of the parent and substituted 4-flavanols showed higher reactivities than the corresponding <I>trans</I> isomers.
- 公益社団法人 日本化学会の論文
著者
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Amano Jiro
Department Of Materials Science Faculty Of Engineering Tottori University
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Matsushima Ryoka
Department Of Applied Chemistry 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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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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Amano Jiro
Department of Industrial Chemistry, Faculty of Engineering, Shizuoka University
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