Selective hydrogenation of nitrocyclohexane to cyclohexanone oxime with H2 on decorated Pt nanoparticles

A Pt catalyst has been designed to convert nitrocyclohexane into cyclohexanone oxime under mild hydrogenation conditions (4 bar of H2, 383 K, and solvent-free media). It has been found that the partial reduction of the nitro group to the oxime function is promoted by Pt nanoparticles decorated with...

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Bibliographic Details
Published in:Journal of catalysis 2009-04, Vol.263 (2), p.328-334
Main Authors: SERNA, Pedro, LOPEZ-HARO, M, CALVINO, J. J, CORMA, Avelino
Format: Article
Language:English
Subjects:
Catalysis
Catalysts
Chemical reactions
Chemistry
Colloidal state and disperse state
Exact sciences and technology
General and physical chemistry
Hydrogen
Nanoparticles
Physical and chemical studies. Granulometry. Electrokinetic phenomena
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:A Pt catalyst has been designed to convert nitrocyclohexane into cyclohexanone oxime under mild hydrogenation conditions (4 bar of H2, 383 K, and solvent-free media). It has been found that the partial reduction of the nitro group to the oxime function is promoted by Pt nanoparticles decorated with TiOx species, being cyclohexanone the main undesired by-product. A reaction scheme has been proposed that explains the process and active sites involved with the formation of the different reaction products. Based on that, a further chemical modification of the catalyst with sodium cations has allowed to increase the selectivity to cyclohexanone oxime to ~85% at 95% conversion. The final catalyst can be recycled and TON values of, at least, 13,000 can be obtained. [PUBLICATION ABSTRACT]
ISSN:0021-9517
1090-2694
DOI:10.1016/j.jcat.2009.02.025