Radical products of hydroxylamines, nitrones and spin adducts in the process of gradual oxidation with coordinated peroxy-radicals

Abstract

Hydroxyperoxides and cobalt-coordinated peroxy-radicals oxidize hydroxyolamines as e.g. Et2NOH, (PhCH2)2NOH, PhCH2PhNOH to the respective nitrones, and the spin adducts - nitrone and peroxy-radical - are formed. In contrast to hydroxyperoxides the coordinated peroxy radicals can oxidize the formed spin adduct, the methylene or methine groups next to nitrogen being converted into carbonyl groups. The radical intermediates corresponding to individual steps of the gradual oxidation have been identified by means of EPR spectra.