Clean osmium-catalyzed asymmetric dihydroxylation of olefins in ionic liquids and supercritical CO2 product recovery

被引：36
作者：
Branco, LC
Serbanovic, A
da Ponte, MN [1 ]
Afonso, CAM
机构：
[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE, P-2829516 Caparica, Portugal
[2] Univ Nova Lisboa, ITQB, P-2780901 Oeiras, Portugal
[3] Inst Super Tecn, Dept Engn Quim, CQFM, P-1049001 Lisbon, Portugal
来源：
CHEMICAL COMMUNICATIONS | 2005年 / 01期
关键词：
D O I：
10.1039/b411325j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The combination of ionic liquids (ILs) as solvents in the asymmetric Sharpless dihydroxylation ( AD) with the use of scCO(2) in the separation process allows a very simple, efficient, clean and robust system for the reuse of the AD catalytic system, which also does not need the use of organic solvents either for the reaction or for the separation of products and allows the isolation of the diol, in high yield and enantiomeric excess and basically without contamination with osmium.
引用
收藏
页码：107 / 109
页数：3
相关论文
共 31 条
[1]   High-pressure phase behavior of ionic liquid/CO2 systems [J].
Blanchard, LA ;
Gu, ZY ;
Brennecke, JF .
JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (12) :2437-2444
[2]   Green processing using ionic liquids and CO2 [J].
Blanchard, LA ;
Hancu, D ;
Beckman, EJ ;
Brennecke, JF .
NATURE, 1999, 399 (6731) :28-29
[3]  
Bösmann A, 2001, ANGEW CHEM INT EDIT, V40, P2697, DOI 10.1002/1521-3773(20010716)40:14<2697::AID-ANIE2697>3.0.CO
[4]  
2-W
[5]  
Branco LC, 2002, CHEM-EUR J, V8, P3671, DOI 10.1002/1521-3765(20020816)8:16<3671::AID-CHEM3671>3.0.CO
[6]  
2-9
[7]   Ionic liquids as a convenient new medium for the catalytic asymmetric dihydroxylation of olefins using a recoverable and reusable osmium/ligand [J].
Branco, LC ;
Afonso, CAM .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (13) :4381-4389
[8]   Catalytic asymmetric dihydroxylation of olefins using a recoverable and reusable OsO42- in ionic liquid [bmim][PF6] [J].
Branco, LC ;
Afonso, CAM .
CHEMICAL COMMUNICATIONS, 2002, (24) :3036-3037
[9]   Asymmetric hydrogenation and catalyst recycling using ionic liquid and supercritical carbon dioxide [J].
Brown, RA ;
Pollet, P ;
McKoon, E ;
Eckert, CA ;
Liotta, CL ;
Jessop, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (06) :1254-1255
[10]   Why is CO2 so soluble in imidazolium-based ionic liquids? [J].
Cadena, C ;
Anthony, JL ;
Shah, JK ;
Morrow, TI ;
Brennecke, JF ;
Maginn, EJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (16) :5300-5308
1234