Photochemical reaction between 1, 4-naphthalenedicarbonitrile and. alpha.-substituted benzylic derivatives

A Sulpizio, A Albini, N d'Alessandro…

Index: Sulpizio, Ada; Albini, Angelo; d'Alessandro, Nicola; Fasani, Elisa; Pietra, Silvio Journal of the American Chemical Society, 1989 , vol. 111, # 15 p. 5773 - 5777

Full Text: HTML

Citation Number: 42

Abstract

Abstract: The photochemical reaction of 1, 4-naphthaIenedicarbonitrile (NDN) with benzylic derivatives of the general formula PhCHRX (R= H, Ph; X= H, C, 0, S, Si, Sn-bonded substituents) has been investigated. The competition between CH and CX bond cleavage in the photochemically created radical cation PhCHRX" is revealed by the different chemical products formed, viz. 5, 1l-methanodibenzo [a, e] cyclooctenes (2), from proton transfer ...