New ruthenium catalysts containing chiral Schiff bases for the asymmetric hydrogenation of acetophenone

被引：45

作者：

Karamé, I ^{[1
]}

Jahjah, M ^{[1
]}

Messaoudi, A ^{[1
]}

Tommasino, ML ^{[1
]}

Lemaire, M ^{[1
]}

机构：

[1] Univ Lyon 1, Lab Catalyse & Synth Organ, F-69622 Villeurbanne, France

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 10期

关键词：

D O I：

10.1016/j.tetasy.2004.03.023

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of new chiral N-4-Schiff bases, containing amine or sulfonamide functionalities has been synthesized. Coupled with ruthenium catalysts, these Schiff bases induce interesting results in the hydrogenation of acetophenone: complete conversion and 76% ee were obtained with the catalytic system Ru(PPh3)(3)Cl-2/(1R,2R)-N,N'-bis-(2-p-tosylaminobenzylidene)-1,2-diphenyl-ethylenediamine. A very important phosphine co-ligand effect was observed on both activity and enantioselectivity of the catalysts. However, without the co-ligand, we obtained an enantioselectivity for the (R)-enantiomer, whereas with nonchiral co-ligand an enantioselectivity for the (S)-enantiomer was observed. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1569 / 1581

页数：13

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