Rhodium catalysed enantioselective hydrogenation in water using pyrphos bound to poly-acrylic acid as ligand

被引：14

作者：

Malmström, T ^{[1
]}

Andersson, C ^{[1
]}

机构：

[1] Univ Lund, Ctr Chem, S-22100 Lund, Sweden

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2000年 / 157卷 / 1-2期

基金：

瑞典研究理事会;

关键词：

water-soluble; chiral; hydrogenation; rhodium; biphasic; phosphine;

D O I：

10.1016/S1381-1169(99)00451-3

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Coupling of pyrphos ((R,R)-3,4-bis-diphenylphosphino-pyrrolidine to poly-acrylic acid (PAA) furnish a new water-soluble ligand (PAA-pyrphos), which can be successfully applied as a ligand in biphasic (H2O/EtOAc) rhodium catalysed enantioselective hydrogenation of acetamido cinnamic acid. Contrary to the PAA-PPM (PPM=(2S,4S)-4-diphenylphosphino-2-diphenylphosphino-methylpyrrolidine) ligand system the enantioselectivity of catalysts based on the PAA-pyrphos ligand system is virtually unaffected by changes in reaction parameters which influence the local phosphine concentration. (C) 2000 Elsevier Science B.V. All rights reserved.

引用

页码：79 / 82

页数：4

共 13 条

[1] CHIRAL SULFONATED PHOSPHINES - SYNTHESES AND USE AS LIGANDS IN ASYMMETRIC HYDROGENATION USING AN AQUEOUS ORGANIC 2-PHASE SOLVENT SYSTEM
AMRANI, Y
LECOMTE, L
SINOU, D
BAKOS, J
TOTH, I
HEIL, B
[J]. ORGANOMETALLICS, 1989, 8 (02) : 542 - 547
[2] [Anonymous], COMPREHENSIVE ORGANO
[3] WATER-SOLUBLE LIGANDS, METAL-COMPLEXES, AND CATALYSTS - SYNERGISM OF HOMOGENEOUS AND HETEROGENEOUS CATALYSIS
HERRMANN, WA
KOHLPAINTNER, CW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (11): : 1524 - 1544
[4] Recent developments in aqueous organometallic chemistry and catalysis
Joo, F
Katho, A
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (1-2) : 3 - 26
[5] USE OF WATER-SOLUBLE LIGANDS IN HOMOGENEOUS CATALYSIS
KALCK, P
MONTEIL, F
[J]. ADVANCES IN ORGANOMETALLIC CHEMISTRY, 1992, 34 : 219 - 284
[6] KLAUSNER YS, 1972, SYNTH-INT J METHODS, P453
[7] CHIRAL SULFONATED PHOSPHINES .2. INFLUENCE OF WATER ON THE ENANTIOSELECTIVITY IN THE REDUCTION OF DEHYDRO-AMINOACIDS
LECOMTE, L
SINOU, D
BAKOS, J
TOTH, I
HEIL, B
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 370 (1-3) : 277 - 284
[8] A novel chiral water-soluble phosphine ligand based on a water-soluble acrylic acid salt
Malmstrom, T
Andersson, C
[J]. CHEMICAL COMMUNICATIONS, 1996, (10) : 1135 - 1136
[9] Enantioselective hydrogenation in water catalysed by rhodium phosphine complexes bound to polyacrylic acid
Malmström, T
Andersson, C
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 139 (2-3) : 259 - 270
[10] ENANTIOSELECTIVE CATALYSIS .4. SYNTHESIS OF N-SUBSTITUTED (R,R)-3,4-BIS(DIPHENYLPHOSPHINO)PYRROLIDINES - THE USE OF THEIR RHODIUM COMPLEXES FOR THE ASYMMETRIC HYDROGENATION OF ALPHA-(ACYLAMINO)ACRYLIC ACID-DERIVATIVES
NAGEL, U
KINZEL, E
ANDRADE, J
PRESCHER, G
[J]. CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (11): : 3326 - 3343

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