A non-outer sphere mechanism for the ionization of aryl vinyl sulfides by triarylaminium salts

…, JT Aplin, W Yueh, A Loinaz

Index: Bauld, Nathan L.; Aplin, J. Todd; Yueh, Wang; Loinaz, Ainhoa Journal of the American Chemical Society, 1997 , vol. 119, # 47 p. 11381 - 11389

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Citation Number: 27

Abstract

Evidence is presented that the formation of aryl vinyl sulfide cation radicals from the corresponding neutral precursors via reaction with tris (4-bromophenyl) aminium hexachloroantimonate in the context of a cation radical Diels-Alder addition to 1, 3- cyclopentadiene does not occur via outer sphere electron transfer but by a mechanism involving strong covalent interaction between the aminium salt acting as an electrophile ...