Manganese-catalyzed hydroboration of carbon dioxide and other challenging carbonyl groups

Christina Erken, Akash Kaithal, Suman Sen, Thomas Weyhermüller, Markus Hölscher, Christophe Werlé and Walter Leitner ()
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Christina Erken: Max-Planck-Institute for Chemical Energy Conversion
Akash Kaithal: Institut für Technische und Makromolekulare Chemie, RWTH Aachen University
Suman Sen: Institut für Technische und Makromolekulare Chemie, RWTH Aachen University
Thomas Weyhermüller: Max-Planck-Institute for Chemical Energy Conversion
Markus Hölscher: Institut für Technische und Makromolekulare Chemie, RWTH Aachen University
Christophe Werlé: Max-Planck-Institute for Chemical Energy Conversion
Walter Leitner: Max-Planck-Institute for Chemical Energy Conversion

Nature Communications, 2018, vol. 9, issue 1, 1-9

Abstract: Abstract Reductive functionalization of the C=O unit in carboxylic acids, carbonic acid derivatives, and ultimately in carbon dioxide itself is a challenging task of key importance for the synthesis of value-added chemicals. In particular, it can open novel pathways for the valorization of non-fossil feedstocks. Catalysts based on earth-abundant, cheap, and benign metals would greatly contribute to the development of sustainable synthetic processes derived from this concept. Herein, a manganese pincer complex [Mn(Ph2PCH2SiMe2)2NH(CO)2Br] (1) is reported to enable the reduction of a broad range of carboxylic acids, carbonates, and even CO2 using pinacolborane as reducing agent. The complex is shown to operate under mild reaction conditions (80–120 °C), low catalyst loadings (0.1–0.2 mol%) and runs under solvent-less conditions. Mechanistic studies including crystallographic characterisation of a borane adduct of the pincer complex (1) imply that metal-ligand cooperation facilitates substrate activation.

Date: 2018
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DOI: 10.1038/s41467-018-06831-9

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