title: Ultrathin platinum nanowire catalysts for direct C-N coupling of carbonyls with aromatic nitro compounds under 1 bar of hydrogen.
abstract: Traditionally important in the pharmaceutical, agrochemical, and synthetic dye industries, C-N coupling has proved useful for the preparation of a number of valuable organic compounds. Here, a new method for the direct one-pot reductive C-N coupling from carbonyl and aromatic nitro compounds is described. Employing ultrathin platinum nanowires as the catalyst and hydrogen as the reducing agent, N-alkylamines were achieved in high yields. Debenzylation products were not detected after prolonged reaction times. Time-dependent analysis, ReactIR spectroscopy and DFT calculations revealed that the C-N coupling proceeded through a different mechanism than traditional "reductive amination." N-Alkylamines were directly obtained by intermolecular dehydration over platinum nanowires under a hydrogen atmosphere, instead of intramolecular water elimination and imine hydrogenation.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123, P. R. China.
authors.forename: Lei
authors.initials: L
authors.lastname: Hu
authors.forename: Xueqin
authors.initials: X
authors.lastname: Cao
authors.forename: Danhua
authors.initials: D
authors.lastname: Ge
authors.forename: Haiyan
authors.initials: H
authors.lastname: Hong
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Guo
authors.forename: Liang
authors.initials: L
authors.lastname: Chen
authors.forename: Xuhui
authors.initials: X
authors.lastname: Sun
authors.forename: Jianxin
authors.initials: J
authors.lastname: Tang
authors.forename: Junwei
authors.initials: J
authors.lastname: Zheng
authors.forename: Jianmei
authors.initials: J
authors.lastname: Lu
authors.forename: Hongwei
authors.initials: H
authors.lastname: Gu
mesh_terms: D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D053770:Nanowires / Q000737:chemistry*; D009574:Nitro Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010984:Platinum / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D007097:Imines; D009574:Nitro Compounds; D010984:Platinum; D006859:Hydrogen