Abstract
The photodecomposition of commercial lipophilic diaryliodonium hexafluoroantimonate SarCat ® SR-1012 was investigated in acetonitrile (ACN) and ACN/H 2O 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 12H 25CH(OH)CH 3, while in ACN/H 2O (1:1, vol.) solution iodobenzene, biphenyl, C 12H 25CH(OH)CH 2OC 6H 4OH 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 2O solutions were quantified spectrophotometrically using bromophenol blue indicator.
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