Photochemistry of 9-(2-(N-substituted aminomethyl)-1-naphthyl)phenanthrenes. Intramolecular addition of amines to excited state of phenanthrene in conformationally rigid system.
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概要
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Irradiation of benzene solutions of 9-[2-(<I>N</I>-substituted aminomethyl)-1-naphthyl]phenahthrenes (<B>3a</B>–<B>d</B>) gave pyrroline derivatives by the attack of the NH group on the C-9 carbon atom of the phenanthrene ring. The reactions were highly selective in regio- and stereochemical senses, and occurred through exciplexes formed by intramolecular interaction between the ammo group and the excited phenanthrene moiety in <B>3a</B>–<B>d</B>. Mechanistic features of these photoreactions are discussed on the basis of chemical and photochemical properties of substrates and products.
- 公益社団法人 日本化学会の論文
著者
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Inoue Hiroo
Department Of Applied Chemistry College Of Engineering Osaka Prefecture University
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Otsuji Yoshio
Department Of Applied Chemistry College Of Engineering University Of Osaka Prefecture
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Sugimoto Akira
Department Of Cardiology Saiseikai Ibaraki Hospital
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Tamai Naoto
Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture
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Sumida Ryozo
Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture
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Sugimoto Akira
Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture
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