Photochemistry of 9-(2-(N-substituted aminomethyl)-1-naphthyl) phenanthrenes. Intramolecular addition of amines to excited state of phenanthrene in …

A Sugimoto, R Sumida, N Tamai, H Inoue…

Index: Sugimoto, Akira; Sumida, Ryozo; Tamai, Naoto; Inoue, Hiroo; Otsuji, Yoshio Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 11 p. 3500 - 3504

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Citation Number: 16

Abstract

Irradiation of benzene solutions of 9-[2-(N-substituted aminomethyl)-1-naphthyl] phenahthrenes (3a–d) 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 3a–d. ...