Synthesis and molecular modeling studies of SYNPHOS®, a new, efficient diphosphane ligand for ruthenium-catalyzed asymmetric hydrogenation

被引：100

作者：

de Paule, SD

Jeulin, S

Ratovelomanana-Vidal, V

Genêt, JP

Champion, N

Dellis, P

机构：

[1] Ecole Natl Super Chim, Lab Synth Select Organ & Prod Nat, UMR 7573, F-75231 Paris 05, France

[2] Synkem SAS, F-21301 Chenove, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 10期

关键词：

asymmetric catalysis; atropisomerism; hydrogenation; molecular modeling; phosphanes; ruthenium;

D O I：

10.1002/ejoc.200200634

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new, optically active, atropisomeric diphosphane ligand, (2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl)bis-(diphenylphosphane) (SYNPHOS(R)), has been synthesized, characterized, and used in ruthenium-catalyzed asymmetric hydrogenations. This new ligand has been compared with other atropisomeric diphosphanes (BINAP and MeO-BI-PHEP) with respect to their dihedral angles calculated by molecular modeling and the enantioselectivity of their ruthenium-mediated hydrogenation reactions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

引用

页码：1931 / 1941

页数：11

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