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Methanol as a Potential Hydrogen Source for Reduction Reactions Enabled by a Commercial Pt/C Catalyst

Vishakha Goyal, Tarun Kumar Bhatt, Chitrarekha Dewangan, N. ANAND, Ganesh N. Naik, Ekambaram Balaraman, Kishore Natte, Rajenahally V. Jagadeesh

2023The Journal of Organic Chemistry35 citationsDOI

Abstract

Catalytic reduction reactions using methanol as a transfer hydrogenating agent is gaining significant attention because this simple alcohol is inexpensive and produced on a bulk scale. Herein, we report the catalytic utilization of methanol as a hydrogen source for the reduction of different functional organic compounds such as nitroarenes, olefins, and carbonyl compounds. The key to the success of this transformation is the use of a commercially available Pt/C catalyst, which enabled the transfer hydrogenation of a series of simple and functionalized nitroarenes-to-anilines, alkenes-to-alkanes, and aldehydes-to-alcohols using methanol as both the solvent and hydrogen donor. The practicability of this Pt-based protocol is showcased by demonstrating catalyst recycling and reusability as well as reaction upscaling. In addition, the Pt/C catalytic system was also adaptable for the N -methylation and N -alkylation of anilines via the borrowing hydrogen process. This work provides a simple and flexible approach to prepare a variety of value-added products from readily available methanol, Pt/C, and other starting materials.

Topics & Concepts

MethanolCatalysisChemistryTransfer hydrogenationAlcoholHydrogenAlkylationCombinatorial chemistryOrganic chemistrySolventRutheniumNanomaterials for catalytic reactionsAsymmetric Hydrogenation and CatalysisCatalysis and Hydrodesulfurization Studies
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