The Journal of Organic Chemistry

Photochemical reaction of benzene-1, 2, 4, 5-tetracarbonitrile with the ketals of cyclic and bicyclic ketones

M Mella, M Freccero, A Albini

Index: Mella, Mariella; Freccero, Mauro; Albini, Angelo Journal of Organic Chemistry, 1994 , vol. 59, # 5 p. 1047 - 1052

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Citation Number: 14

Abstract

The radical cations of the ethylene ketals of some cyclic and bicyclic ketones are generated by single electron transfer to excited benzene-l, 2, 4, 54etracarbonitrile (TCB). Their fragmentation yields 1, 5-and l, &distonic radical cations, which add to TCB-• to give [o-[(2- hydroxyethoxy) carbonyllalkyll-benzenetricarbonitriles. The reduction of the radical center occurs only to a small extent, and is enhanced in the presence of dodecylmercaptan, in ...