Singly Hydrogen Bonded Supramolecular Ligands for Highly Selective Rhodium-Catalyzed Hydrogenation Reactions

被引：96

作者：

Breuil, Pierre-Alain R. ^{[1
]}

Patureau, Frederic W. ^{[1
]}

Reek, Joost N. H. ^{[1
]}

机构：

[1] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1018 WV Amsterdam, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 12期

关键词：

asymmetric catalysis; hydrogen bonds; P ligands; rhodium; supramolecular chemistry; COMBINATORIAL HOMOGENEOUS CATALYSIS; BIDENTATE LIGANDS; ENANTIOSELECTIVE HYDROGENATION; ASYMMETRIC HYDROGENATION; BUILDING-BLOCKS; CHIRAL LIGANDS; FINE CHEMICALS; P-LIGANDS; MIXTURES; HYDROFORMYLATION;

D O I：

10.1002/anie.200806177

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Presented) H bonds make the catalyst! A single hydrogen bond between ligands coordinated to a rhodium center is critical for the formation of pure supramolecular catalyst for asymmmetric hydrogenation reactions. The ester group of the amidite ligand (see scheme) also forms a hydrogen bond with the coordinated substrate. Use of the herecomplex afforded the highest enantioselectivity reported to date for the hydrogenation of several ester substrates. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2162 / 2165

页数：4

共 70 条

[1]

Ager D.J., 2004, ASYMMETRIC CATALYSIS, P259

[2]

[Anonymous], ANGEW CHEM

[3]

[Anonymous], ANGEW CHEM

[4]

[Anonymous], ANGEW CHEM

[5]

[Anonymous], ENCY CATALYSIS

[6]

[Anonymous], 2005, HDB CHIRAL CHEM

[7]

[Anonymous], 2007, ANGEW CHEM

[8] Enantioselective hydrogenation with self-assembling rhodium phosphane catalysts:: Influence of ligand structure and solvent [J].

Birkholz, Mandy-Nicole ;

Dubrovina, Natalia V. ;

Jiao, Haijun ;

Michalik, Dirk ;

Holz, Jens ;

Paciello, Rocco ;

Breit, Bernhard ;

Boerner, Armin .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (20) :5896-5907

[9] Selective hydrogenation for fine chemicals: Recent trends and new developments [J].

Blaser, HU ;

Malan, C ;

Pugin, B ;

Spindler, F ;

Steiner, H ;

Studer, M .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (1-2) :103-151

[10] Biomimetic asymmetric hydrogenation [J].

Börner, A .

CHIRALITY, 2001, 13 (10) :625-628

← 1 2 3 4 5 6 7 →