MS investigations) (original) (raw)

The photodecomposition of commercial lipophilic diaryliodonium hexafluoroantimonate SarCat ® SR-1012 was investigated in acetonitrile (ACN) and ACN/H 2 O mixed solvents by means of UV/Vis spectroscopy, an EPR in situ spin trapping technique and GC/MS analysis. The application of the spin traps nitrosodurene (ND) and 5,5-dimethyl-1-pyrroline N-oxide gave evidence for the production of radical intermediates corresponding to the breaking of the carbon-iodine bond, in addition to carbon-oxygen bonds in SR-1012 aryl substitution. The photolytic products analyzed in aprotic acetonitrile were iodobenzene, acetanilide, biphenyl and C 12 H 25 CH(OH)CH 3 , while in ACN/H 2 O (1:1, vol.) solution iodobenzene, biphenyl, C 12 H 25 CH(OH)CH 2 OC 6 H 4 OH and hydroxylated biphenyls were identified. The influence of oxygen on the product distribution in both solvent systems was inconsequential. The proton concentrations photogenerated in the irradiated SR-1012 ACN/H 2 O solutions were quantified spectrophotometrically using bromophenol blue indicator.