2976-98-9Relevant academic research and scientific papers
Reactions of chlorine dioxide with organic compounds: Selective oxidation of sulfides to sulfoxides by chlorine dioxide
Kutchin,Rubtsova,Loginova
, p. 432 - 435 (2007/10/03)
A novel method for the selective oxidation of various types of sulfides to sulfoxides using chlorine dioxide as the oxidant is proposed.
Oxidation of thioethers and sulfoxides with hydrogen peroxide using TS-1 as catalyst
Hutchings,Lee,McMorn,Page,Robinson,Willock,Davies,Watson,McGuire,Lee,Bethell
, p. 1523 - 1529 (2007/10/03)
A combined experimental and molecular simulation study of the oxidation of thioethers with H2O2 was conducted using titanium-containing zeolites as catalysts. Regioselectivity was investigated for the oxidation of allyl methyl thioether using TS-1 as catalyst. Only products for the oxidation of sulfur, such as sulfoxide and sulfolane, were found. Shape-selective oxidation was studied with four isomeric butyl methyl thioethers. For n-, iso-, and sec-butyl methyl thioethers, the principal product for the TS-1 catalyzed reaction was the sulfone, but that for tert-butyl methyl thioether was from partial oxidation to sulfoxide. The origin of this effect was evaluated using molecular simulations. Thioether oxidation to sulfoxide readily occurred via a non-catalyzed solution reaction, while the oxidation of sulfoxide to sulfone was only observed in the catalyzed reactions. The non-catalyzed reaction can be suppressed by conducting the catalyzed reaction in the presence of a base, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), that is too large to diffuse into the intracrystalline pore structure of TS-1. With DBU, the reaction rate with TS-1 as catalyst was much lower. The relative ratios of the sulfoxide and sulfone products can be elucidated through intramolecular steric hindrance and the shape selectivity of the zeolite. TS-1 has been used for the oxidation of alkenes, alcohols, allylic alcohols, phenols, and benzene.
