Synthesis and Molecular Modeling Studies of SYNPHOS®, a New, Efficient Diphosphane Ligand For Ruthenium-Catalyzed Asymmetric Hydrogenation

A new, optically active, atropisomeric diphosphane ligand, (2,3,2′,3′‐tetrahydro‐5,5′‐bi(1,4‐benzodioxin)‐6,6′‐diyl)bis‐(diphenylphosphane) (SYNPHOS®), has been synthesized, characterized, and used in ruthenium‐catalyzed asymmetric hydrogenations. This new ligand has been compared with other atropis...

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Veröffentlicht in:European journal of organic chemistry 2003-05, Vol.2003 (10), p.1931-1941
Hauptverfasser: Paule, Sébastien Duprat de, Jeulin, Séverine, Ratovelomanana-Vidal, Virginie, Genêt, Jean-Pierre, Champion, Nicolas, Dellis, Philippe
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container_end_page 1941
container_issue 10
container_start_page 1931
container_title European journal of organic chemistry
container_volume 2003
creator Paule, Sébastien Duprat de
Jeulin, Séverine
Ratovelomanana-Vidal, Virginie
Genêt, Jean-Pierre
Champion, Nicolas
Dellis, Philippe
description A new, optically active, atropisomeric diphosphane ligand, (2,3,2′,3′‐tetrahydro‐5,5′‐bi(1,4‐benzodioxin)‐6,6′‐diyl)bis‐(diphenylphosphane) (SYNPHOS®), has been synthesized, characterized, and used in ruthenium‐catalyzed asymmetric hydrogenations. This new ligand has been compared with other atropisomeric diphosphanes (BINAP and MeO‐BIPHEP) with respect to their dihedral angles calculated by molecular modeling and the enantioselectivity of their ruthenium‐mediated hydrogenation reactions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
doi_str_mv 10.1002/ejoc.200200634
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source Wiley Journals
subjects Asymmetric catalysis
Atropisomerism
Hydrogenation
Molecular modeling
Phosphanes
Ruthenium
title Synthesis and Molecular Modeling Studies of SYNPHOS®, a New, Efficient Diphosphane Ligand For Ruthenium-Catalyzed Asymmetric Hydrogenation
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