Spin Trapping of Aryl and Arylcyclohexadienyl Radicals by N-t-Butyl-α-phenylnitrone (N-Benzylidene-t-butylamine Oxide) and α,N-Diphenylnitrone (N-Benzylideneaniline Oxide)

Abstract
Monosubstituted phenyl radicals produce only aryl spin adducts in the reaction with nitrones described in the title, while polyhalo-substituted phenyl radicals add to solvent benzene, in competition with the formation of aryl spin adducts, to give arylcyclohexadienyl radicals, which in turn are trapped by the nitrones giving nitroxides incorporating the solvent benzene (Scheme 3).