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Full Paper
Fluorinated Solvents in Methyltrioxorhenium-Catalyzed Olefin Epoxidations
Article first published online: 22 MAY 2012
DOI: 10.1002/ejic.201200120
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Altmann, P., Cokoja, M. and Kühn, F. E. (2012), Fluorinated Solvents in Methyltrioxorhenium-Catalyzed Olefin Epoxidations. Eur. J. Inorg. Chem., 2012: 3235–3239. doi: 10.1002/ejic.201200120
Publication History
- Issue published online: 21 JUN 2012
- Article first published online: 22 MAY 2012
- Manuscript Received: 7 FEB 2012
Funded by
- TUM-Graduate School
- Abstract
- Article
- References
- Cited By
Keywords:
- Epoxidation;
- Homogeneous catalysis;
- Peroxides;
- Rhenium;
- Perfluorinated solvents
Abstract
Epoxidations with methyltrioxorhenium(VII) (MTO) as catalyst precursor and additives are examined in fluorinated solvents under various conditions. These fluorinated solvents have a strong influence on the 1H NMR, 13C NMR, and 17O NMR spectroscopic data of the catalyst precursor, apparently contributing significantly to the catalytic activity of such systems. Accordingly, the highest turnover frequencies (TOF) obtained with MTO-containing systems have been determined, reaching up to 39000 h–1. Despite the high initial activity, such systems show a pronounced sensitivity to water leading also to faster catalyst decomposition. The high activity as well as the high sensitivity of the catalyst may be due to its solvent-enhanced higher Lewis acidity, leading to quantitative epoxide yields only when quite stable epoxides are the end products and very high amounts of Lewis base additives are applied.