An ionic liquid-supported ruthenium carbene complex: A robust and recyclable catalyst for ring-closing olefin metathesis in ionic liquids

被引:290
作者
Audic, N [1 ]
Clavier, H [1 ]
Mauduit, M [1 ]
Guillemin, JC [1 ]
机构
[1] Ecole Natl Super Chim Rennes, CNRS, UMR 6052,Inst Chim Rennes, Lab Synth & Activat Biomol, F-35700 Rennes, France
关键词
D O I
10.1021/ja021484x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of an ionic liquid-supported olefin metathesis catalyst derived from Grubb's ruthenium carbene complex is described. This new supported catalyst has been used in BMI·PF6 solvent, and this allowed success in solving the challenging problem of catalyst recycling. The IL catalyst in BMI·PF6 can be recovered and reused up to 10 consecutive cycles in RCM reactions of several dienes with excellent conversions. Moreover, the IL catalyst shows a remarkable stability in BMI·PF6 and can be stored several months without loss of activity. These results clearly demonstrate the importance of anchoring an imidazolium ionic liquid pattern to the catalyst to avoid its leaching from the BMI·PF6 phase. Copyright © 2003 American Chemical Society.
引用
收藏
页码:9248 / 9249
页数:2
相关论文
共 33 条
[1]   A recyclable 'boomerang' polymer-supported ruthenium catalyst for olefin metathesis [J].
Ahmed, M ;
Barrett, AGM ;
Braddock, DC ;
Cramp, SM ;
Procopiou, PA .
TETRAHEDRON LETTERS, 1999, 40 (49) :8657-8662
[2]   Recovery of organic products from ionic liquids using supercritical carbon dioxide [J].
Blanchard, LA ;
Brennecke, JF .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2001, 40 (01) :287-292
[3]   Ionic phosphine ligands with cobaltocenium backbone: Novel ligands for the highly selective, biphasic, rhodium-catalyzed hydroformylation of 1-octene in ionic liquids [J].
Brasse, CC ;
Englert, U ;
Salzer, A ;
Waffenschmidt, H ;
Wasserscheid, P .
ORGANOMETALLICS, 2000, 19 (19) :3818-3823
[4]   A novel dicationic phenoxaphosphino-modified Xantphos-type ligand - a unique ligand specifically designed for a high activity, selectivity and recyclability [J].
Bronger, RPJ ;
Silva, SM ;
Kamer, PCJ ;
van Leeuwen, PWNM .
CHEMICAL COMMUNICATIONS, 2002, (24) :3044-3045
[5]   Ruthenium-catalyzed olefin metathesis in ionic liquids [J].
Buijsman, RC ;
van Vuuren, E ;
Sterrenburg, JG .
ORGANIC LETTERS, 2001, 3 (23) :3785-3787
[6]  
Chauvin Y, 1995, ANGEW CHEM INT EDIT, V34, P2698
[7]  
Connon SJ, 2002, ANGEW CHEM INT EDIT, V41, P3835, DOI 10.1002/1521-3773(20021018)41:20<3835::AID-ANIE3835>3.0.CO
[8]  
2-4
[9]   Ionic liquid (molten salt) phase organometallic catalysis [J].
Dupont, J ;
de Souza, RF ;
Suarez, PAZ .
CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691
[10]   Hydroformylation of 1-hexene with rhodium in non-aqueous ionic liquids: how to design the solvent and the ligand to the reaction [J].
Favre, F ;
Olivier-Bourbigou, H ;
Commereuc, D ;
Saussine, L .
CHEMICAL COMMUNICATIONS, 2001, (15) :1360-1361