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Asymmetric transfer hydrogenation of ketones catalyzed by ruthenium(II) complexes bearing a chiral phosphinoferrocenyloxazoline ligand
Authors:Cesar A Madrigal
Institution:Departamento de Química Orgánica e Inorgánica, Instituto de Química Organometálica “Enrique Moles”(Unidad Asociada al C.S.I.C.), Universidad de Oviedo, 33006 Oviedo, Principado de Asturias, Spain
Abstract:The catalytic activity in asymmetric transfer hydrogenation of ketones using octahedral and half-sandwich (η5-indenyl and η6-arene) ruthenium(II) complexes containing the chiral ligand (4S)-2-(Sp)-2-(diphenylphosphino)ferrocenyl]-4-(isopropyl)oxazoline (FcPN) has been explored. Catalytic studies with complex fac-RuCl22(P,N)-FcPN}(PMe3)2] (1) show excellent TOF values (9600 h−1). Experiments in the presence of free FcPN, which lead to an increase in conversion rates and ee values when the catalyst is complex Ru(η5-C9H7){κ2(P,N)-FcPN}(PPh3)]PF6] (4) have been carried out. The characterization of the new complexes mer-trans-RuCl2{P(OMe)3}22(P,N)-FcPN}] and of the water-soluble complexes fac- and mer-trans-RuCl2(PTA)22(P,N)-FcPN}] is also reported.
Keywords:Ruthenium(II) catalysts  Asymmetric hydrogen transfer  Ferrocenyl oxazoline  Ferrocenylphosphine  Indenyl complexes  Arene complexes
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