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Merck

Nanoscale Fe2O3-based catalysts for selective hydrogenation of nitroarenes to anilines.

Science (New York, N.Y.) (2013-11-30)
Rajenahally V Jagadeesh, Annette-Enrica Surkus, Henrik Junge, Marga-Martina Pohl, Jörg Radnik, Jabor Rabeah, Heming Huan, Volker Schünemann, Angelika Brückner, Matthias Beller
ABSTRAKT

Production of anilines--key intermediates for the fine chemical, agrochemical, and pharmaceutical industries--relies on precious metal catalysts that selectively hydrogenate aryl nitro groups in the presence of other easily reducible functionalities. Herein, we report convenient and stable iron oxide (Fe2O3)-based catalysts as a more earth-abundant alternative for this transformation. Pyrolysis of iron-phenanthroline complexes on carbon furnishes a unique structure in which the active Fe2O3 particles are surrounded by a nitrogen-doped carbon layer. Highly selective hydrogenation of numerous structurally diverse nitroarenes (more than 80 examples) proceeded in good to excellent yield under industrially viable conditions.

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