The Journal of Organic Chemistry

Radicals through photoinduced electron transfer. Addition to olefin and addition to olefin-aromatic substitution reactions

M Mella, M Fagnoni, A Albini

Index: Mella, Mariella; Fagnoni, Maurizio; Albini, Angelo Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5614 - 5622

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Citation Number: 17

Abstract

The radical cations of 2, 2-dialkyl-and 2-alkyl-2-aryl-l, 3-dioxolanes, when generated in solution by photoinduced electron transfer to 1, 2, 4, 5-benzenetetracarbonitrile (TCB), fragment to yield alkyl radicals. These are trapped by electron-withdrawing substituted alkenes (acrylonitrile, methyl acrylate, methyl vinyl ketone, as well as dimethyl maleate and fumarate). The radicals thus formed are either reduced by the TCB radical anion or add to ...