1099-0690/asset/2046_left.gif?v=1&s=0ec9ed8843eb5403f667ad940f5a1c68cb5ef011)
1099-0690/asset/2046_right.gif?v=1&s=b2caf576ff74b55a6a4748bd86a910901b664c52)
Short Communication
Scope and Selectivity of Heterogeneous Rh0-Catalyzed Tandem Dehydrocoupling/Hydrogenation Using Me2NH·BH3 as a Stoichiometric H2 Source
Article first published online: 27 DEC 2010
DOI: 10.1002/ejoc.201001332
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Sloan, M. E., Staubitz, A., Lee, K. and Manners, I. (2011), Scope and Selectivity of Heterogeneous Rh0-Catalyzed Tandem Dehydrocoupling/Hydrogenation Using Me2NH·BH3 as a Stoichiometric H2 Source. Eur. J. Org. Chem., 2011: 672–675. doi: 10.1002/ejoc.201001332
Publication History
- Issue published online: 24 JAN 2011
- Article first published online: 27 DEC 2010
- Manuscript Received: 24 SEP 2010
Funded by
- Engineering and Physical Sciences Reasearch Council (EPSRC)
- European Union (EU)
Keywords:
- Amine–borane;
- Hydrogenation;
- Dehydrocoupling;
- Reduction
Abstract
The catalytic dehydrocoupling of Me2NH·BH3 (1) by Rh/Al2O3 (2) has been shown to act as an efficient hydrogenation and reduction system for a variety of organic substrates. A range of functional groups have been reduced, but chloro, bromo and iodo substituents, epoxide and nitrile groups were found to be stable under the reaction conditions, allowing chemoselective hydrogenation reactions to be performed. This reduction has also been shown to proceed cleanly under atmospheric air for a few representative examples of alkene and nitro functional groups.