%0 Journal Article
%@ 0022-3263
%A Curran, DP
%A Fairweather, N
%D 2003
%F pittir:20449
%J Journal of Organic Chemistry
%N 7
%P 2972 - 2974
%T Quantitating the effect of an ortho substituent on cyclization and intramolecular hydrogen-transfer reactions of aryl radicals
%U http://d-scholarship-dev.library.pitt.edu/20449/
%V 68
%X Reduction of allyl 2-iodobenzyl malonates with triphenyltin hydrides generates aryl radicals that partition between 6-exo cyclization, 7-endo cyclization, and 1,5-hydrogen atom transfer. Rate constants for all of these processes are high (> 108 M-1 s-1), and the rates are only marginally reduced (<33%) by the introduction of methyl group ortho to the reacting radical.