A comparison of phosphaferrocene and phospharuthenocene ligands in Rh+-catalysed enamide hydrogenation reactions:: Superior performance of the phospharuthenocene

被引：29

作者：

Carmichael, Duncan ^{[1
]}

Goldet, Gabrielle

Klankermayer, Juergen

Ricard, Louis

Seeboth, Nicolas

Stankevic, Marek

机构：

[1] Ecole Polytech, CNRS, Lab Heteroelements & Coordinat, F-21128 Palaiseau, France

[2] Marie Curie Sklodowska Univ, Dept Organ Chem, PL-20614 Lublin, Poland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2007年 / 13卷 / 19期

关键词：

enamides; enantioselectivity; hydrogenation; metallocenes; phosphorus heterocycles;

D O I：

10.1002/chem.200601715

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiopure Cp*-substituted 3,4-dimethyl-5-phenylphosphametallo-cene-2-methanols (M=Fe, Ru) have been prepared from the corresponding 2-carboxy-(-)-menthylphospholide anion and elaborated into 2-CH2PPh2 phosphametallocenes (13: M=Fe; 14: M=Ru) and 2-CH2PtBuR substituted phospharuthenocenes (R=tBu, Me). The crystal structures of complexes [Rh(1,5-cod)(eta(2)-L)]+BF4- (L=13, 14) reveal significantly different aryl group configurations. Comparative studies of the hydrogenation of para-substituted N-acetylcinnamate esters with these pre-catalysts show a superior performance for the phospharuthenocene derivative in terms of both rate and enantioselectivity.

引用

页码：5492 / 5502

页数：11

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