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Alumina-Catalyzed Epoxidation with Hydrogen Peroxide: Recycling Experiments and Activity of Sol-Gel Alumina

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons58928

Rinaldi,  Roberto
Instituto de Química, Universidade Estadual de Campinas, P.O. Box 6154, 13083-970 Campinas-SP, Brazil Fax: (+55)-19-37883023;
Research Group Rinaldi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Cesquini, R., Silva, J., Woitiski, C., Mandelli, D., Rinaldi, R., & Schuchardt, U. (2002). Alumina-Catalyzed Epoxidation with Hydrogen Peroxide: Recycling Experiments and Activity of Sol-Gel Alumina. Advanced Synthesis & Catalysis, 344(8), 911-914. doi:10.1002/1615-4169(200209)344:8<911:AID-ADSC911>3.0.CO;2-T.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0024-1DC3-0
Abstract
Commercial alumina looses some activity after the first epoxidation reaction of (S)-limonene with hydrogen peroxide, but maintains a good activity and a very high selectivity in the subsequent three reactions. After this its activity is strongly reduced, probably due to structural modifications. Aluminas obtained by sol-gel methods are normally less active than the commercial alumina. However, the use of monomeric aluminum sec-butoxide and of oxalic acid to form stable alumina mesophases allows a very active alumina to be obtained, which catalyses the epoxidation of the less reactive cyclohexene with hydrogen peroxide in 98% yield. Close to 50% of the active oxygen is used up in the formation of molecular oxygen.