A Caltech Library Service

Catalytic Alcoholysis of Tetramethylsilane via Pt-Mediated C−H Bond Activation

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.

[img] PDF - Supplemental Material
See Usage Policy.


Use this Persistent URL to link to this item:


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.

Item Type:Article
Related URLs:
URLURL TypeDescription Information
Labinger, Jay A.0000-0002-1942-9232
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.
Funding AgencyGrant Number
Issue or Number:21
Record Number:CaltechAUTHORS:20170417-065654691
Persistent URL:
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
Deposited By: Ruth Sustaita
Deposited On:17 Apr 2017 17:32
Last Modified:15 Nov 2021 17:01

Repository Staff Only: item control page