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Author: Baumann W. × End date: 2024 × End date: 2023 × Start date: 2020 × DDC: 540 × Subject: Hydrogenation ×

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    Mechanistic Understanding of the Heterogeneous, Rhodium-Cyclic (Alkyl)(Amino)Carbene-Catalyzed (Fluoro-)Arene Hydrogenation
    (Washington, DC : American Chemical Society, 2020) Moock D.; Wiesenfeldt M.P.; Freitag M.; Muratsugu S.; Ikemoto S.; Knitsch R.; Schneidewind J.; Baumann W.; Schäfer A.H.; Timmer A.; Tada M.; Hansen M.R.; Glorius F.
    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.