Competition of Mechanisms in the Photochemical Cleavage of the CX Bond of Aryl-Substituted Vinyl Halides

…, A Guarnieri, S Kobayashi, Z Rappoport

Index: Galli, Carlo; Gentili, Patrizia; Guarnieri, Alessandra; Kobayashi, Shinjiro; Rappoport, Zvi Journal of Organic Chemistry, 1998 , vol. 63, # 25 p. 9292 - 9299

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Citation Number: 16

Abstract

The photolysis of aryl halides causes homolysis of the carbon-halogen bond and formation of aryl radicals. In contrast, photolysis of vinyl halides can induce both heterolysis of the CX bond, thereby generating vinyl cations, and homolysis, giving vinyl radicals. Examples of this competition among pathways is reported here for three vinylic precursors, namely, 1, 2, 2- triphenylbromoethene (1), 1-phenyl-2, 2-bis (o-methoxyphenyl)-1-bromoethene (11), and ...

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