Selective epoxidation of (+)-limonene employing methyltrioxorhenium as catalyst

This report presents a study of the epoxidation of limonene employing methyltrioxorhenium (MTO) as catalyst. The influence of base ligands, namely t-butylpyridine, 4,4'-dimethyl-2,2'-bipyridine and pyrazole on the catalytic activity was investigated. The choice of the oxidant (H2O2 in water or H2O2 stabilized by urea) was also examined. The effect of the solvent has been studied in order to determine optimal conditions for the epoxidation of (+)-limonene. The best result was obtained when a molar ratio (+)-limonene:MTO:H2O2:t-butylpyridine of 100:0.5:10:150 was used at 25 degrees C in dichloromethane. 1,2-Limonene oxide was formed with 77     «

This report presents a study of the epoxidation of limonene employing methyltrioxorhenium (MTO) as catalyst. The influence of base ligands, namely t-butylpyridine, 4,4'-dimethyl-2,2'-bipyridine and pyrazole on the catalytic activity was investigated. The choice of the oxidant (H2O2 in water or H2O2 stabilized by urea) was also examined. The effect of the solvent has been studied in order to determine optimal conditions for the epoxidation of (+)-limonene. The best result was obtained when a mola...     »

ISI Document Delivery No.: 947KV Times Cited: 3 Cited Reference Count: 44 Michel, Typhene Cokoja, Mirza Sieber, Volker Kuehn, Fritz E. Cokoja, Mirza/B-6906-2009; Kuhn, Fritz/A-3113-2010; Sieber, Volker/D-2006-2013 Fraunhofer-Gesellschaft; Graduate School of Chemistry of the Technische Universitat Munchen This work was supported by the Fraunhofer-Gesellschaft in the frame of the project "Stereospecific Epoxidation Of Terpenes". S. Hauser, P. Altmann and T. Schroferl are acknowledged for helpful discussions. T.M. gratefully acknowledges the support of the Graduate School of Chemistry of the Technische Universitat Munchen. 3 Elsevier science bv Amsterdam     «

ISI Document Delivery No.: 947KV Times Cited: 3 Cited Reference Count: 44 Michel, Typhene Cokoja, Mirza Sieber, Volker Kuehn, Fritz E. Cokoja, Mirza/B-6906-2009; Kuhn, Fritz/A-3113-2010; Sieber, Volker/D-2006-2013 Fraunhofer-Gesellschaft; Graduate School of Chemistry of the Technische Universitat Munchen This work was supported by the Fraunhofer-Gesellschaft in the frame of the project "Stereospecific Epoxidation Of Terpenes". S. Hauser, P. Altmann and T. Schroferl are acknowledged for helpfu...     »