Structure and mechanism in the photoreduction of aryl chlorides in alkane solvents

…, JP Bergsma, MD Bergsma, W De Graaf…

Index: Bunce, Nigel J.; Bergsma, John P.; Bergsma, Michael D.; Graaf, Wilma de; Kumar, Yogesh; Ravanal, Luis Journal of Organic Chemistry, 1980 , vol. 45, # 18 p. 3708 - 3713

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Citation Number: 73

Abstract

The photochemical dechlorinations of chlorides of the benzene, naphthalene, and biphenyl series are compared. It is concluded that triplet-state homolysis of the Ar-Cl bond is the preferred reaction pathway provided that the chloro compound has a triplet energy close to the necessary bond-dissociation energy. For 1-chloronaphthalene this is not the case, and an inefficient degradation takes place from the singlet state.