Sulfide oxidation with H2O2 catalyzed by manganese complex of N,N′,N″-tris(2-hydroxypropyl)-1,4,7-triazacyclononane

[MnL](ClO4)2 (L = N,N′,N″-tris(2-hydroxypropyl)-1,4,7-triazacyclononane) has been tested for catalyzing sulfide oxidation. In the presence of this complex, ethyl phenyl sulfide, butyl sulfide and phenyl sulfide are completely oxidized to the corresponding sulfoxides and sulfones with H2O2 as the oxidant. 2-Chloroethyl phenyl sulfide oxidation yield 2-chloroethyl phenyl sulfone and phenyl vinyl sulfone. In ethyl phenyl sulfide oxidation, effects of complex and H2O2 concentration and temperature on the reaction rate have been discussed. Through controlling reaction conditions, ethyl phenyl sulfoxide and ethyl phenyl sulfone may be produced selectively. The UV–Vis and electron paramagnetic resonance (EPR) studies on catalyst solution indicate that metal centre of the complex is transformed from Mn(II) to Mn(IV) after the addition of H2O2. At 25 °C, rate constant for ethyl phenyl sulfide oxidation is 4.38 × 10−3 min−1.

Graphical abstractCatalyzed by [MnL](ClO4)2 (L = N,N′,N″-tris(2-hydroxypropyl)-1,4,7-triazacyclononane), four sulfides are completely oxidized to sulfoxides and sulfones with H2O2 as the oxidant. In ethyl phenyl sulfide oxidation, the reaction rate and product contribution under different reaction conditions have been discussed. Rate constant calculation and spectroscopic study on the catalyst solution have been performed.Figure optionsDownload full-size imageDownload as PowerPoint slide