title: Highly enantioselective hydrogenation of N-aryl imines derived from acetophenones by using Ru-pybox complexes under hydrogenation or transfer hydrogenation conditions in isopropanol.
abstract: The asymmetric reduction of N-aryl imines derived from acetophenones by using Ru complexes bearing both a pybox (2,6-bis(oxazoline)pyridine) and a monodentate phosphite ligand has been described. The catalysts show good activity with a diverse range of substrates, and deliver the amine products in very high levels of enantioselectivity (up to 99 %) under both hydrogenation and transfer hydrogenation conditions in isopropanol. From deuteration studies, a very different labeling is observed under hydrogenation and transfer hydrogenation conditions, which demonstrates the different nature of the hydrogen source in both reactions.
authors.affiliation: Laboratorio de Compuestos Organometálicos y Catálisis (Unidad Asociada al CSIC), Departamento de Química Orgánica e Inorgánica, Instituto de Química Organometálica "Enrique Moles", Universidad de Oviedo, 33006 Oviedo (Spain).
authors.forename: Estefanía
authors.initials: E
authors.lastname: Menéndez-Pedregal
authors.forename: Mónica
authors.initials: M
authors.lastname: Vaquero
authors.forename: Elena
authors.initials: E
authors.lastname: Lastra
authors.forename: Pilar
authors.initials: P
authors.lastname: Gamasa
authors.forename: Antonio
authors.initials: A
authors.lastname: Pizzano
mesh_terms: D019840:2-Propanol / Q000737:chemistry*; D000098:Acetophenones / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D006859:Hydrogen; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D017905:Phosphites / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000098:Acetophenones; D056831:Coordination Complexes; D007097:Imines; D017905:Phosphites; D011725:Pyridines; D012428:Ruthenium; D006859:Hydrogen; D019840:2-Propanol
keywords: amines; asymmetric catalysis; hydrogenation; ruthenium; transfer hydrogenation