D. Decosta, J. Pincock
Mar 1, 1993
Citations
0
Influential Citations
19
Citations
Journal
Journal of the American Chemical Society
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 1-naphthylmethyl cation/carboxylate anion ion pair. The radical pair results in formation of the in-cage coupled products 8a-k and 10a-c after loss of carbon dioxide from the acyloxy radical. The ion pair leads to the methyl ethers 6a-k and the carboxylic acids 7 and 9