Published September 15, 2010 | Version Supplemental Material
Journal Article Open

Acceleration of Nucleophilic CH Activation by Strongly Basic Solvents

  • 1. ROR icon University of Southern California
  • 2. ROR icon The University of Texas at Arlington
  • 3. ROR icon California Institute of Technology

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.

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.

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Identifiers

Eprint ID
20415
Resolver ID
CaltechAUTHORS:20101013-092121885

Funding

Department of Energy (DOE)
DE-SC0001298
Chevron Corporation

Dates

Created
2010-11-16
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Updated
2021-11-08
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