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

Autor: Paule, Sébastien Duprat de, Jeulin, Séverine, Ratovelomanana-Vidal, Virginie, Genêt, Jean-Pierre, Champion, Nicolas, Dellis, Philippe
Zdroj: European Journal of Organic Chemistry; May 2003, Vol. 2003 Issue: 10 p1931-1941, 11p
Abstrakt: 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)
Databáze: Supplemental Index