The Journal of organic chemistry

Novel Radical Cation Reactions of Bichromophoric Systems. Transannular Aryl Migrations; Mechanistic and Exploratory Organic Photochemistry, 1, 2

HE Zimmerman, KD Hoffacker

Index: Zimmerman, Howard E.; Hoffacker, Kurt D. Journal of Organic Chemistry, 1996 , vol. 61, # 19 p. 6526 - 6534

Full Text: HTML

Citation Number: 8

Abstract

Eight aryl-substituted 1, 4-pentadienes were subjected to photochemically induced electron transfer using dicyanonaphthalene and dicyanoanthracene. The radical-cations produced underwent a regioselective cyclization, wherein one electron-deficient aryl group of one diarylvinyl moiety bonds to the β-carbon of the second diarylvinyl group. A pattern of regioselectivity and reactivity was encountered. As cyclization proceeds, the odd-electron ...