Ring-closure metathesis in supercritical carbon dioxide as sole solvent with use of covalently immobilized ruthenium catalysts

被引:39
作者
Michalek, F
Mädge, D
Rühe, J
Bannwarth, W
机构
[1] Univ Freiburg, Inst Organ Chem, D-79104 Freiburg, Germany
[2] Univ Freiburg, Inst Mikrosyst Tech, D-79104 Freiburg, Germany
关键词
supported catalysts; alkenes; supercritical carbon dioxide; olefin metathesis; ruthenium;
D O I
10.1002/ejoc.200500738
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe RCM reactions in the presence of a Hoveydatype catalyst covalently immobilized on different support materials. The performance of the catalyst was highly dependent on the nature of the support, and in some cases high levels of conversion were obtained, allowing for repetitive cycles. In addition, remarkably low levels of leaching of ruthenium. into the product (20 ppm) were observed. This environmentally benign process has potential for continuous applications. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
引用
收藏
页码:577 / 581
页数:5
相关论文
共 63 条
[11]   Olefin metathesis in non-degassed solvent using a recyclable, polymer supported alkylideneruthenium [J].
Dowden, J ;
Savovic, J .
CHEMICAL COMMUNICATIONS, 2001, (01) :37-38
[12]   Highly active silica gel-supported metathesis (pre) catalysts [J].
Fischer, D ;
Blechert, S .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (10) :1329-1332
[13]   Highly efficient enantioselective catalysis in supercritical carbon dioxide using the perfluoroalkyl-substituted ligand (R,S)-3-H2F6-BINAPHOS [J].
Franciò, G ;
Wittmann, K ;
Leitner, W .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 621 (1-2) :130-142
[14]  
Fürstner A, 2000, ANGEW CHEM INT EDIT, V39, P3012
[15]   Olefin metathesis in supercritical carbon dioxide [J].
Fürstner, A ;
Ackermann, L ;
Beck, K ;
Hori, H ;
Koch, D ;
Langemann, K ;
Liebl, M ;
Six, C ;
Leitner, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (37) :9000-9006
[16]   Olefin metathesis in compressed carbon dioxide [J].
Furstner, A ;
Koch, D ;
Langemann, K ;
Leitner, W ;
Six, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (22) :2466-2469
[17]  
Furstner A., 2000, ANGEW CHEM, V112, P3140
[18]  
GALLOU F, 2005, Patent No. 2005056182
[19]   Efficient and recyclable monomeric and dendritic Ru-based metathesis catalysts [J].
Garber, SB ;
Kingsbury, JS ;
Gray, BL ;
Hoveyda, AH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (34) :8168-8179
[20]   A PS-DES immobilized ruthenium carbene: a robust and easily recyclable catalyst for olefin metathesis [J].
Grela, K ;
Tryznowski, M ;
Bieniek, M .
TETRAHEDRON LETTERS, 2002, 43 (50) :9055-9059