Heyduk, Alan F. and Labinger, Jay A. and Bercaw, John E. (2003) Catalytic Alcoholysis of Tetramethylsilane via Pt-Mediated C−H Bond Activation. Journal of the American Chemical Society, 125 (21). pp. 6366-6367. ISSN 0002-7863. doi:10.1021/ja029099v. https://resolver.caltech.edu/CaltechAUTHORS:20170417-065654691
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Abstract
Tetramethylsilane reacts with 2,2,2-trifluoroethanol (TFE) in the presence of a cationic platinum(II) catalyst [(NN)PtMe(TFE)]+ (NN = 1,2-bis(3,5-dimethylphenylimino)butane). Catalytic Si−C bond heterolysis results in the formation of the trimethylsilyl ether, Me_3SiOCH_2CF_3, accompanied by liberation of one equivalent of methane. Preliminary experiments suggest that a rate-determining C−H bond activation precedes rapid attack by solvent at silicon to yield the silyl ether product and regenerate the active platinum methyl cation.
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Additional Information: | © 2003 American Chemical Society. Received 25 October 2002. Published online 6 May 2003. Published in print 1 May 2003. We thank Mike Sailor (UCSD) and T. Don Tilley (UCB) for helpful recommendations, and we are grateful to NIH (CA94589 to A.F.H.) and BP for financial support. | ||||||||||||
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Issue or Number: | 21 | ||||||||||||
DOI: | 10.1021/ja029099v | ||||||||||||
Record Number: | CaltechAUTHORS:20170417-065654691 | ||||||||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170417-065654691 | ||||||||||||
Official Citation: | Catalytic Alcoholysis of Tetramethylsilane via Pt-Mediated C−H Bond Activation Alan F. Heyduk, Jay A. Labinger, and John E. Bercaw Journal of the American Chemical Society 2003 125 (21), 6366-6367 DOI: 10.1021/ja029099v | ||||||||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||
ID Code: | 76583 | ||||||||||||
Collection: | CaltechAUTHORS | ||||||||||||
Deposited By: | Ruth Sustaita | ||||||||||||
Deposited On: | 17 Apr 2017 17:32 | ||||||||||||
Last Modified: | 15 Nov 2021 17:01 |
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