Comparison and evaluation of two immobilisation techniques for task specific onium salts (TSOS) in Mizoroki-Heck cross coupling reactions

被引:9
作者
Brochwitz, Christoph
Feldhoff, Armin
Kunz, Ulrich
Vaultier, Michel
Kirschning, Andreas
机构
[1] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
[2] Leibniz Univ Hannover, Inst Phys Chem & Elektrochem, D-30167 Hannover, Germany
[3] Tech Univ Clausthal, Inst Chem Verfahrenstech, D-38678 Clausthal Zellerfeld, Germany
[4] Univ Rennes 1, CNRS, UMR 6510, F-35042 Rennes, France
关键词
catalysis; immobilisation; task specific ionic liquids; palladium; silica gel; polymer support; Mizoroki-Heck coupling;
D O I
10.2174/157017806777828394
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A coating consisting of an ionic liquid (1,3-butylmethylimidazolium hexafluorophosphate [BMIM][PF6]) was deposited on silica gel as well as on a new polyvinylimidazolium phase and treated with a task specific onium salt (TSOS). The activity and stability of both immobilised I'd-species were studied and compared in Mizoroki-Heck cross coupling reactions.
引用
收藏
页码:442 / 446
页数:5
相关论文
共 42 条
[1]   The polymer incarcerated method for the preparation of highly active heterogeneous palladium catalysts [J].
Akiyama, R ;
Kobayashi, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (12) :3412-3413
[2]   Mechanistic studies of SCS-Pd complexes used in Heck catalysis [J].
Bergbreiter, DE ;
Osburn, PL ;
Frels, JD .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (01) :172-184
[3]  
Bosmann A., 2001, ANGEW CHEM, V113, P2769
[4]   Mercaptopropyl-modified mesoporous silica: A remarkable support for the preparation of a reusable, heterogeneous palladium catalyst for coupling reactions [J].
Crudden, CM ;
Sateesh, M ;
Lewis, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (28) :10045-10050
[5]   Chiral metal-organic assemblies - A new approach to immogbilizing homogeneous asymmetric catalysts [J].
Dai, LX .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (43) :5726-5729
[6]   Nanofiltration for homogeneous catalysis separation: Soluble polymer-supported palladium catalysts for Heck, Sonogashira, and Suzuki coupling of aryl halides [J].
Datta, A ;
Ebert, K ;
Plenio, H .
ORGANOMETALLICS, 2003, 22 (23) :4685-4691
[7]   Homeopathic ligand-free palladium as a catalyst in the Heck reaction. A comparison with a palladacycle [J].
de Vries, AHM ;
Mulders, JMCA ;
Mommers, JHM ;
Henderickx, HJW ;
de Vries, JG .
ORGANIC LETTERS, 2003, 5 (18) :3285-3288
[8]   High-turnover palladium catalysts in cross-coupling and Heck chemistry: A critical overview [J].
Farina, V .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) :1553-1582
[9]   PALLADIUM-CATALYZED VINYLIC HYDROGEN SUBSTITUTION REACTIONS WITH ARYL, BENZYL, AND STYRYL HALIDES [J].
HECK, RF ;
NOLLEY, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (14) :2320-&
[10]   Non-covalently solid-phase bound catalysts for organic synthesis [J].
Horn, J ;
Michalek, F ;
Tzschucke, CC ;
Bannwarth, W .
IMMOBILIZED CATALYSTS: SOLID PHASES, IMMOBILIZATION AND APPLICATIONS, 2004, 242 :43-75