Journal
CHEMICAL SCIENCE
Volume 3, Issue 5, Pages 1634-1639Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2sc01081j
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Funding
- MOST of China [2009CB825300]
- NSFC [20902006, 21002001]
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A detailed investigation is presented to understand the catalytic pathway of our recently reported Rh(III)-catalyzed N-tosylaldimine insertion into aryl C-H bonds. Herein, the key intermediates were isolated and determined by X-ray crystallography of their single crystals. The kinetic characterization of each factor in this catalytic reaction was conducted. The studies indicate that N-tosyl aldimine insertion into the C-Rh bonds rather than C-H bond activation or protonolysis is the rate-determining step. These mechanistic insights have significant implications for the development of a more efficient catalytic reaction system to realize the addition of C-H bonds to normal aldehydes and ketones, to achieve sp(3) C-H bond activation, and to implement asymmetric catalysis in the near future.
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