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

✍ Scribed by Sébastien Duprat de Paule; Séverine Jeulin; Virginie Ratovelomanana-Vidal; Jean-Pierre Genêt; Nicolas Champion; Philippe Dellis

Publisher: John Wiley and Sons
Year: 2003
Tongue: English
Weight: 332 KB
Volume: 2003
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200200634

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✦ Synopsis

Abstract

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)

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