The Journal of Organic Chemistry

Photodehalogenation of the monochloro-and monofluoroanisoles

JR Siegman, JJ Houser

Index: Siegman, John R.; Houser, John J. Journal of Organic Chemistry, 1982 , vol. 47, # 14 p. 2773 - 2779

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Citation Number: 33

Abstract

Evidence is presented for a plurality of mechanisms in the photoreduction and photonucleophilic substitution of the monochloroanisoles in alcohol solvents. 4- Chloroanisole appears to react partly via a radical anion and partly by radicals, while the reactions of 3-chloroanisole are more consistent with aryl cations and aryl radicals. The intermediates in the reaction of 2-chloroanisole, which gives no photosubstitution, are as ...