Study of the electron-transfer initiated reaction of N,N- dichloro-5-iodo-3-oxa-octafluoropentane sulfonyl amide and carbomethoxydifluoromethane sulfonyl azide with 2-methyl-2- nitrosopropane

Abstract The reactions of N,N -dichloro-5-iodo-3-oxa-octafluoropentane sulfonyl amide ( 1 ) and carbomethoxydifluoromethane sulfonyl azide ( 2 ) with 2-methyl-2-nitrosopropane ( 3 ) have been studied by EPR spectroscopy. Our results suggest that these reactions are initiated by electron transfer (ET) between the perfluoroalkane sulfonyl compounds and the donor 3 . The reaction of the dichloroamide 1 with 3 yields either one of two products, i.e., the unsymmetrical nitroxide 4 or the symmetrical nitroxide 5 , depending on the nature of the solvent and the amount of 1 used. Possible mechanistic paths are discussed.