Journal
JOURNAL OF CATALYSIS
Volume 294, Issue -, Pages 19-28Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2012.06.014
Keywords
Alkene dihydroxylation; Hydrogen peroxide; Supported catalysts; Sulfonic acids; In situ IR spectroscopy; DR UV-Vis spectroscopy
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Funding
- Ministero dell'Universita e della Ricerca (MIUR), Italy
- University of Parma (National Project Attivazione ossidativa catalitica e fotocatalitica per la sintesi organica)
- University of Torino (Progetto di Ricerca di Ateneo - Compagnia di San Paolo)
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Supported sulfonic acids can be employed as efficient catalysts in the dihydroxylation of 1-methylcyclohexene with aqueous hydrogen peroxide, without the use of additional solvents, under mild condition. The reaction was deeply studied in terms of catalyst, H2O2/1-methylcyclohexene molar ratio, and percentage of aqueous hydrogen peroxide to achieve the best reaction conditions. Experimental results, catalytic efficiency, and spectroscopy data allow to advance some hypothesis on the reaction mechanism, based on the interaction, likely via H-bond, of hydrogen peroxide with the sulfate groups resulting from the deprotonation of supported sulfonic acids. (C) 2012 Elsevier Inc. All rights reserved.
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