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Updated: Jan 22, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Catalytic reaction system for rapid selective oxidation of alkyl sulphide
Ngan Hong Le1, Yo-Han Han1, Hyunsook Jung2
1Research Center for Green Carbon Catalysis, Korea Research Institute of Chemical Technology (KRICT), Daejeon 34114, Republic of Korea; Department of Advanced Materials and Chemical Engineering, University of Science and Technology (UST), Daejeon 34113, Republic of Korea.
Abstract:
Highly efficient catalytic reaction systems are developed to rapidly and selectively oxidize 2-chloroethyl ethyl sulfide (CEES). In the systems, precursors containing bromide(s) and nitrate anions are chosen for the development of cyclic catalytic loop and the effect of acids on the selective oxidation of CEES are investigated by the addition of several homogeneous acid catalysts. The experimental results reveal that addition of acid results in a higher concentration of tribromide, which is reported as a key component for the observed activity in the catalytic solution. As a consequence, a dramatic improvement in catalytic activity is observed, especially when the molar amount of acid is controlled to be more than twice the initial concentration of tribromide. For the efficient design of a catalytic system, heterogeneous acid catalysts possessing different ratios of Brønsted to Lewis acid sites are also considered. Compared to reaction systems catalysed by homogeneous acids, similar reaction behaviour is observed for the reaction with Amerlyst-15, while those with other heterogeneous catalysts, containing Lewis or mixed acid sites in their structure, exhibits an adverse effect of selective sulfoxidation, mainly due to the adsorption of anions onto Lewis sites and consequential deconstruction of the catalytic loop.
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