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Hydrogenation of Nitroarenes by Onsite-Generated Surface Hydroxyl from Water

Wei Yan, Shuang Wang, Yunlong Zhang, Mingrun Li, Jingting Hu, Yanting Liu, Jian Li, Liang Yu, Rui Huang, Dehui Deng

2023ACS Catalysis31 citationsDOI

Abstract

Directly using water as a hydrogen source for hydrogenation of nitroarenes to anilines (HNA) without using H 2 is an ideal reduction reaction route but is limited by unfavorable thermodynamics. Herein, we report a high-efficiency and durable H 2 O-based HNA process achieved by using in situ-generated hydroxyl species from water as a hydrogen donor and low-cost CO as an oxygen acceptor over a molybdenum carbide-supported gold catalyst (Au/α-MoC 1– x ). It affords nitroarene conversion of over 99% with aniline selectivity of over 99% and excellent functional group tolerance at 25 °C and remains stable after 10 cycles, outperforming the traditional H 2 -involved route. Spectroscopic and theoretical studies reveal the key role of Au/α-MoC 1– x boundaries, at which not only hydroxyl species are generated as a soft reductant on α-MoC 1– x but also the nitro group is selectively hydrogenated to anilines with other unsaturated groups intact, and residual O* is removed by adsorbed CO on the atomically thin Au layer. This process provides a durable H 2 O-based route for aniline production at room temperature.

Topics & Concepts

AnilineCatalysisChemistryNitroAdsorptionSelectivityHydrogenInorganic chemistryMolybdenumPhotochemistryOrganic chemistryAlkylNanomaterials for catalytic reactionsAdvanced Photocatalysis TechniquesCopper-based nanomaterials and applications