1. Net Oxidative Addition of C(sp 3 )-F Bonds to Iridium via Initial C-H Bond Activation
- Author
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David Y. Wang, Thomas J. Emge, Jongwook Choi, Alan S. Goldman, Karsten Krogh-Jespersen, Sabuj Kundu, and Yuriy Choliy
- Subjects
Magnetic Resonance Spectroscopy ,Chemical Phenomena ,Hydrocarbons, Fluorinated ,Mechanical bond ,Stereochemistry ,Carbon–hydrogen bond activation ,Crystallography, X-Ray ,Iridium ,Medicinal chemistry ,Fluorides ,chemistry.chemical_compound ,Coordination Complexes ,Molecule ,Single bond ,Multidisciplinary ,Molecular Structure ,Chemistry ,Fluorine ,Electron deficiency ,Quadruple bond ,Oxidative addition ,Carbon ,Chemical bond ,Thermodynamics ,Crystallization ,Oxidation-Reduction ,Hydrogen - Abstract
Carbon-fluorine bonds are the strongest known single bonds to carbon and as a consequence can prove very hard to cleave. Alhough vinyl and aryl C-F bonds can undergo oxidative addition to transition metal complexes, this reaction has appeared inoperable with aliphatic substrates. We report the addition of C(sp(3))-F bonds (including alkyl-F) to an iridium center via the initial, reversible cleavage of a C-H bond. These results suggest a distinct strategy for the development of catalysts and promoters to make and break C-F bonds, which are of strong interest in the context of both pharmaceutical and environmental chemistry.
- Published
- 2011
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