Tetrahedron

Alkylation of alkenes by radicals generated through photoinduced single electron transfer

M Fagnoni, M Mella, A Albini

Index: Fagnoni, Maurizio; Mella, Mariella; Albini, Angelo Tetrahedron, 1995 , vol. 51, # 3 p. 859 - 864

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Citation Number: 12

Abstract

Irradiation of 1, 2, 4, 5-benzenetetracarbonitrile (TCB) in the presence of several donors (some 2-t-butyl-1, 3-dioxolanes, pivalic acid, t-butyltrimethylstannane, t-butyldimethylsilyl n- octyl ether) leads to fragmentation of the donor radical cation to give the t-butyl radical. When the irradiation is carried out in the presence of electron-withdrawing substituted alkenes, the radical is trapped and the adduct radical either couples with TCB-•(the overall ...