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RESEARCH PRODUCT
Oxidation of Sulfides with a Silica-Supported Peracid in Supercritical Carbon Dioxide under Flow Conditions: Tuning Chemoselectivity with Pressure
María Elena González NúñezRossella MelloAna Alcalde-aragonésAlba Díaz-rodríguezGregorio AsensioAndrea Olmossubject
chemistry.chemical_classificationSupercritical carbon dioxideSulfideChemistryOrganic ChemistryInorganic chemistrySulfoxideChemical reactionSupercritical fluidchemistry.chemical_compoundAdsorptionReagentPhysical and Theoretical ChemistryChemoselectivitydescription
Supercritical carbon dioxide is a convenient medium for performing the selective oxidation of sulfides 1 to either sulfoxides 2 or sulfones 3 with [2-percarboxyethyl]-functionalized silica (4) under flow conditions. The chemoselectivity of the reaction, which results from the different diffusion rates of sulfide and sulfoxide over the reagent bed, can be controlled by adjusting the pressure and the hydration of the silica surface as both the solvating power of the mobile phase and the surface activity of the stationary phase determine the migration rates of sulfide 1 and sulfoxide 2 over the supported peroxide. The results elucidate the impact of surface phenomena on the course of chemical reactions carried out under flow conditions.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-10-07 | European Journal of Organic Chemistry |