%0 Journal Article
%T Dual Effects of Cyclopentadienyl Ligands on Rh(III)-Catalyzed Dehydrogenative Arylation of Electron-Rich Alkenes
%J -
%D 2018
%R https://doi.org/10.1021/acscatal.8b01753
%X Despite extensive research on transition metal-catalyzed Fujiwara¨CMoritani type C¨CH olefinations, the alkenes used in these transformations are still mainly limited to active acrylate esters and styrenes. Selective aryl C¨CH olefination with electron-rich alkenes is recognized as a challenging issue. We herein report that simple and readily accessible electron-deficient [CpRh(III)] and [CpCF3Rh(III)] (CpCF3 = C5Me4CF3) complexes are powerful catalysts for dehydrogenative arylation of electron-rich alkenes, including vinyl acetates, enamides, and vinyl ethers. Employing an electron-withdrawing Cp or CpCF3 ligand instead of the privileged Cp* (C5Me5) ligand not only can facilitate the electrophilic aryl C¨CH rhodation but also can lower the olefin insertion barrier. Both electron-withdrawing and electron-donating directing groups such as -CONR2 and -NHAc could be employed in these reactions, which provides convenient routes toward a series styryl acetates, N-acetylindoles, and aryl methyl ketones
%U https://pubs.acs.org/doi/10.1021/acscatal.8b01753