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Stemmler, Tobias; Surkus, Annette-Enrika; Pohl, Marga-Martina; Junge, Kathrin; Beller, Matthias
ChemSusChem, November 2014, Letnik: 7, Številka: 11Journal Article
Amines represent important intermediates in chemical and biological processes. Herein, we describe the use of a nanostructured iron‐based catalyst for the tandem reductive amination between nitroarenes and aldehydes using hydrogen as reductant. The nanostructured iron‐catalyst is prepared by immobilization of an iron–phenanthroline complex onto a commercially available carbon support. In the reaction sequence a primary amine is formed in situ from the corresponding nitro compound. Reversible condensation with aldehydes forms the respective imines, which are finally reduced to the desired secondary amine. This synthesis of secondary amines is atom‐economical and environmentally attractive using cheap and readily available organic compounds as starting materials. A well‐defined carbon‐supported iron‐based catalyst is investigated for a one‐pot multistep synthesis of secondary amines. The reductive amination of aldehydes includes the industrially relevant hydrogenation of nitroarenes to functionalized anilines as well as the conclusive reduction of the formed Schiff base. The catalytic activity of this cheap, promising catalyst is caused by a core–shell‐structured iron oxide nanocomposite, which is encapsulated by individually nitrogen‐enriched graphene‐type layers.
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