title: Asymmetric Hydrogenation of Seven-Membered C=N-containing Heterocycles and Rationalization of the Enantioselectivity.
abstract: Iridium(I) complexes with phosphine-phosphite ligands efficiently catalyze the enantioselective hydrogenation of diverse seven-membered C=N-containing heterocyclic compounds (eleven examples; up to 97 % ee). The P-OP ligand L3, which incorporates an ortho-diphenyl substituted octahydrobinol phosphite fragment, provided the highest enantioselectivities in the hydrogenation of most of the heterocyclic compounds studied. The observed stereoselection was rationalized by means of DFT calculations.
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), Avinguda Països Catalans 16, 43007, Tarragona, Spain.|The Barcelona Institute of Science and Technology, Avinguda Països Catalans 16, 43007, Tarragona, Spain.
authors.forename: Bugga
authors.initials: B
authors.lastname: Balakrishna
authors.affiliation: Departament de Química, Universitat de les Illes Balears (UIB), Cra. de Valldemossa, km 7.5. Palma, 07122, Palma de Mallorca, Spain.
authors.forename: Antonio
authors.initials: A
authors.lastname: Bauzá
authors.affiliation: Departament de Química, Universitat de les Illes Balears (UIB), Cra. de Valldemossa, km 7.5. Palma, 07122, Palma de Mallorca, Spain. toni.frontera@uib.es.
authors.forename: Antonio
authors.initials: A
authors.lastname: Frontera
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), Avinguda Països Catalans 16, 43007, Tarragona, Spain. avidal@iciq.cat.|ICREA, Pg. Lluís Companys 23, 08010, Barcelona, Spain. avidal@iciq.cat.|The Barcelona Institute of Science and Technology, Avinguda Països Catalans 16, 43007, Tarragona, Spain. avidal@iciq.cat.
authors.forename: Anton
authors.initials: A
authors.lastname: Vidal-Ferran
keywords: asymmetric hydrogenation; enantiopure heterocycles; iridium; phosphine-phosphites; substrate activation