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Acceleration of Nucleophilic CH Activation by Strongly Basic Solvents

Hashiguchi, Brian G. and Young, Kenneth J. H. and Yousufuddin, Muhammed and Goddard, William A., III and Periana, Roy A. (2010) Acceleration of Nucleophilic CH Activation by Strongly Basic Solvents. Journal of the American Chemical Society, 132 (36). pp. 12542-12545. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20101013-092121885

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Abstract

(IPI)Ru(II)(OH)_n(H_2O)_m, 2, where IPI is the NNN-pincer ligand, 2,6-diimidizoylpyridine, is shown to catalyze H/D exchange between hydrocarbons and strongly basic solvents at higher rates than in the case of the solvent alone. Significantly, catalysis by 2 is accelerated rather than inhibited by increasing solvent basicity. The evidence is consistent with the reaction proceeding by base modulated nucleophilic CH activation.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja102518m DOIArticle
http://pubs.acs.org/doi/full/10.1021/ja102518mPublisherArticle
ORCID:
AuthorORCID
Goddard, William A., III0000-0003-0097-5716
Periana, Roy A.0000-0001-7838-257X
Additional Information:© 2010 American Chemical Society. Received March 26, 2010. Publication Date (Web): August 24, 2010. Published In Issue September 15, 2010. The mechanistic studies were supported as part of the Center for Catalytic Hydrocarbon Functionalization, an Energy Frontier Research Center funded by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences under Award Number DE-SC0001298. The authors acknowledge helpful discussions with Dr. Daniel H. Ess, Dr. Robert J. Nielsen, Dr. Kapil S. Lokare, and Steven M. Bischof. We thank Chevron Corporation for partial financial support for this research. Supporting Information: Synthetic procedures, spectroscopic details, crystallographic data, and catalysis procedures for 2. This material is available free of charge via the Internet at http://pubs.acs.org.
Funders:
Funding AgencyGrant Number
Department of Energy (DOE)DE-SC0001298
Chevron CorporationUNSPECIFIED
Issue or Number:36
Record Number:CaltechAUTHORS:20101013-092121885
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20101013-092121885
Official Citation:Acceleration of Nucleophilic CH Activation by Strongly Basic Solvents Brian G. Hashiguchi, Kenneth J. H. Young, Muhammed Yousufuddin, William A. Goddard III, Roy A. Periana Journal of the American Chemical Society 2010 132 (36), 12542-12545
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:20415
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:16 Nov 2010 23:08
Last Modified:03 Oct 2019 02:09

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