Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives

Journal of the American Chemical Society
Uttam Kumar DasDavid Milstein

Abstract

We report the hydrogenation of carbamates and urea derivatives, two of the most challenging carbonyl compounds to be hydrogenated, catalyzed for the first time by a complex of an earth-abundant metal. The hydrogenation reaction of these CO2-derived compounds, catalyzed by a manganese pincer complex, yields methanol in addition to amine and alcohol, which makes this methodology a sustainable alternative route for the conversion of CO2 to methanol, involving a base-metal catalyst. Moreover, the hydrogenation proceeds under mild pressure (20 bar). Our observations support a hydrogenation mechanism involving the Mn-H complex. A plausible catalytic cycle is proposed based on informative mechanistic experiments.

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Citations

Oct 28, 2019·Angewandte Chemie·Akash KaithalWalter Leitner
Aug 6, 2020·Nature Communications·Jose R Cabrero-AntoninoMatthias Beller
Mar 24, 2021·Organic Letters·Viktoriia ZubarMagnus Rueping
Jun 1, 2021·Organometallics·Stefan WeberKarl Kirchner
Jun 15, 2021·Journal of the American Chemical Society·Yu Tang, Scott J Miller
Aug 10, 2021·Chemical Communications : Chem Comm·Kuhali DasBiplab Maji
Dec 18, 2020·Journal of the American Chemical Society·Jie LuoDavid Milstein
Oct 22, 2019·Journal of the American Chemical Society·Yujie WangQiang Liu
Nov 10, 2020·Journal of the American Chemical Society·Louise N DaweDmitry G Gusev
Nov 26, 2021·Chemical Communications : Chem Comm·Xianheng SongYong Zou

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