Rhodium-Catalyzed Acylation with Quinolinyl Ketones: Carbon-Carbon Single Bond Activation as the Turnover-Limiting Step of Catalysis
The rhodium-catalyzed intramolecular carboacylation of quinolinyl ketones serves as an ideal subject for the mechanistic study of carbon-carbon bond activation. Combined kinetic and NMR studies of this reaction allowed the identification of the catalytic resting state and determination of the rate law, C-12/C-13 kinetic isotope effects, and activation parameters. These results have identified the activation of a ketone-arene carbon-carbon single bond as the turnover-limiting step of catalysis and provided quantitative detail into this process.
Published in: Journal of the American Chemical Society, Volume 133, Issue 7, February 23, 2011, pages 2031-2033. Copyright © 2011 American Chemical Society, Washington, DC. The final published version is available at: http://dx.doi.org/10.1021/ja109686v