Photochemistry of substituted 1-naphthylmethyl esters of phenylacetic and 3-phenylpropanoic acid: radical pairs, ion pairs, and Marcus electron transfer

DP DeCosta, JA Pincock

Index: DeCosta, Dayal P.; Pincock, James A. Journal of the American Chemical Society, 1993 , vol. 115, # 6 p. 2180 - 2190

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Citation Number: 34

Abstract

Abstract: The ring-substituted 1-naphthylmethyl esters of phenylacetic (3a-k) and 3- phenylpropanoic (5a-c) acid have been photolyzed in methanol solvent. The major products of these reactions are derived from two critical intermediates, the 1-naphthylmethyl radical/acyloxy radical pair and the I-naphthylmethyl cation/carboxylate anion ion pair. The radical pair results in formation of the in-cage coupled products 8a-k and loa-c after loss of ...