Canadian Journal of Chemistry

Photolysis of the 1-naphthylmethyl ester of substituted phenylacetic acids: intramolecular charge transfer and rates of decarboxylation of arylacyloxy radicals

JW Hilborn, JA Pincock

Index: Hilborn, James W.; Pincock, James A. Canadian Journal of Chemistry, 1992 , vol. 70, # 3 p. 992 - 999

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Citation Number: 6

Abstract

The photolysis of esters 6 and 8 in methanol leads to products resulting from both naphthylmethyl cations and radicals. The product distribution is nearly independent of X for the esters 6 except when X equals methoxy. A mechanism involving initial homolytic cleavage of the carbon-oxygen bond in the excited singlet state of the ester is proposed. Competition between electron transfer in the radical pair to form the ion pair and ...