Abstract
Two and three-phase microemulsion systems have been investigated as new potential reaction media for the “dark” i.e. non photochemical, singlet oxygenation of organic substrates by the molybdate-catalyzed disproportionation of hydrogen peroxide. Examination of the phase behaviour of various oil/water/alcohol/surfactant/sodium molybdate systems has been carried out to reveal the boundaries separating the different Winsor systems. Comparative peroxidations of a model substrate in the multiphase systems showed surprising results with regard to the influence of the microemulsion microstructure and of the water excess phase. The latter dramatically favors the 1O 2 quenching by the solvent. The influence of hydrogen peroxide addition on the substrate conversion has also been investigated, showing decreasing performances as the reaction medium is diluted. Successful oxidations of α-terpinene and β-citronellol have been carried out in a two-phase system (Winsor I) with similar efficiency but with much simpler work-up of the reaction media than in monophasic microemulsions.
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