title: Iron-catalyzed synthesis of secondary amines: on the way to green reductive aminations.
abstract: 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.
authors.affiliation: Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein Strasse 29a, Rostock 18059 (Germany).
authors.forename: Tobias
authors.initials: T
authors.lastname: Stemmler
authors.forename: Annette-Enrika
authors.initials: AE
authors.lastname: Surkus
authors.forename: Marga-Martina
authors.initials: MM
authors.lastname: Pohl
authors.forename: Kathrin
authors.initials: K
authors.lastname: Junge
authors.forename: Matthias
authors.initials: M
authors.lastname: Beller
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000586:Amination; D000588:Amines / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D055772:Green Chemistry Technology; D007097:Imines / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D049329:Nanostructures / Q000737:chemistry; D009574:Nitro Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000447:Aldehydes; D000588:Amines; D007097:Imines; D009574:Nitro Compounds; D002244:Carbon; D007501:Iron
keywords: heterogeneous catalysis; hydrogenation; iron; nitroarenes; reductive amination