Nitroxide radicals of some N-phenyl substituted 1,4- and 1,2-phenylenediamines

摘要

Several N-phenyl substituted 1,4- and 1,2-phenylenediamines were oxidized using RO_ radicals and 3-chloroperbenzoic acid. EPR spectroscopy confirmed the generation of nitroxide radicals originating from the oxidation of the bridging -NH-group. NO radical products suggesting the simultaneous reaction with the NH_2-group were observed. Only in the case of 1,4-phenylenediamine, a low concentration of nitroxide radical H-NO~·-C_6H_4-NH_2 was obtained. In o-aminodiphenylnitroxide the steric effect of the NH_2-group causes a pratially asymmetrical spin density distribution in both pehnyl rings.