
%0 Journal Article
%A Croft, Anna K. 
%A Easton, Christopher J. 
%T Anchimeric Assistance in Hydrogen-Atom Transfer to Bromine
%J Australian Journal of Chemistry
%D 2004/07/07
%V 57
%N 7
%P 651-654
%K 
%R https://doi.org/10.1071/CH04058
%U https://www.publish.csiro.au/paper/CH04058 
%X The free-radical benzylic brominations of series of phenylalanine derivatives and O-phenylalkyl benzoates and N-phenylalkylamides with N-bromosuccinimide exhibit anchimeric assistance by neighbouring ester and amido groups. Rate enhancement occurs through electron donation to the electropositive carbon centre that develops in the transition state of the hydrogen-atom transfer to bromine. The extent of the effect depends on the electron demand at the benzylic position and the electron-donating ability of the neighbouring group. 
