Oxidation of Sulfides with a Silica-Supported Peracid in Supercritical Carbon Dioxide under Flow Conditions: Tuning Chemoselectivity with Pressure

Autor:	María Elena González Núñez, Rossella Mello, Ana Alcalde-Aragonés, Alba Díaz-Rodríguez, Gregorio Asensio, Andrea Olmos
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Supercritical carbon dioxide Sulfide Chemistry Organic Chemistry Inorganic chemistry Sulfoxide Chemical reaction Supercritical fluid chemistry.chemical_compound Adsorption Reagent Physical and Theoretical Chemistry Chemoselectivity
Zdroj:	European Journal of Organic Chemistry. 2010:6200-6206
ISSN:	1434-193X
DOI:	10.1002/ejoc.201000826
Popis:	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.
Databáze:	OpenAIRE
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