Synthesis of Versatile Chiral N,P Ligands Derived from Pyridine and Quinoline†
William J. Drury III Dr.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
Search for more papers by this authorNicole Zimmermann Dr.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
Search for more papers by this authorMartine Keenan Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
Search for more papers by this authorMasahiko Hayashi Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
Search for more papers by this authorStefan Kaiser Dipl.-Chem.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
X-Ray analyses.
Search for more papers by this authorRichard Goddard Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
X-Ray analyses.
Search for more papers by this authorAndreas Pfaltz Prof. Dr.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
Search for more papers by this authorWilliam J. Drury III Dr.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
Search for more papers by this authorNicole Zimmermann Dr.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
Search for more papers by this authorMartine Keenan Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
Search for more papers by this authorMasahiko Hayashi Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
Search for more papers by this authorStefan Kaiser Dipl.-Chem.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
X-Ray analyses.
Search for more papers by this authorRichard Goddard Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
X-Ray analyses.
Search for more papers by this authorAndreas Pfaltz Prof. Dr.
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland, Fax: (+41) 61-267-1103
Search for more papers by this authorFinancial support for this work from the American and Swiss National Science Foundations is gratefully acknowledged. N.Z. thanks the Fonds der Chemischen Industrie for a Kekulé fellowship. The authors kindly thank Dr. Thomas Lectka (The Johns Hopkins University) for helpful discussions.
Graphical Abstract
Potent transition-metal complexes for asymmetric catalysis are formed from readily accessible N,P ligands constructed from basic N-heteroaryl building blocks (see structure). Their simple assembly should not be misconstrued: they posses several handles by which to tune both steric and electronic parameters. The potential of these ligands is demonstrated by the high levels of enantioselection they induce in such divergent processes as asymmetric hydrogenation and the Heck reaction.
Supporting Information
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