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Mechanistic Understanding of the Heterogeneous, Rhodium-Cyclic (Alkyl)(Amino)Carbene-Catalyzed (Fluoro-)Arene Hydrogenation
Authors
Baumann W.
Freitag M.
+11 more
Glorius F.
Hansen M.R.
Ikemoto S.
Knitsch R.
Moock D.
Muratsugu S.
Schneidewind J.
Schäfer A.H.
Tada M.
Timmer A.
Wiesenfeldt M.P.
Publication date
1 January 2020
Publisher
Washington, DC : American Chemical Society
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Abstract
Recently, chemoselective methods for the hydrogenation of fluorinated, silylated, and borylated arenes have been developed providing direct access to previously unattainable, valuable products. Herein, a comprehensive study on the employed rhodium-cyclic (alkyl)(amino)carbene (CAAC) catalyst precursor is disclosed. Mechanistic experiments, kinetic studies, and surface-spectroscopic methods revealed supported rhodium(0) nanoparticles (NP) as the active catalytic species. Further studies suggest that CAAC-derived modifiers play a key role in determining the chemoselectivity of the hydrogenation of fluorinated arenes, thus offering an avenue for further tuning of the catalytic properties. Copyright © 2020 American Chemical Society
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Last time updated on 23/07/2022