Development of a continuous-flow system for catalysis with palladium(O) particles

被引:114
作者
Solodenko, W
Wen, HL
Leue, S
Stuhlmann, F
Sourkouni-Argirusi, G
Jas, G
Schönfeld, H
Kunz, U
Kirschning, A
机构
[1] Leibniz Univ Hannover, Zentrum Organ Chem, D-30167 Hannover, Germany
[2] Chelona GmbH, D-14473 Potsdam, Germany
[3] Tech Univ Clausthal, Inst Chem Verfahrenstech, D-38678 Clausthal Zellerfeld, Germany
关键词
continuous-flow processes; heterogeneous catalysis; hydrogenation; palladium; supported catalysts;
D O I
10.1002/ejoc.200400194
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heterogeneous catalysis for organic synthesis under continuous-flow conditions becomes possible by a new reactor-based approach. Continuous-flow reactors with a monolithic glass/polymer composite interior are loaded with palladium particles by ion exchange followed by reduction. When incorporated into a continuous-flow setup (PASSflow) this reactor allows the transfer-hydrogenation of alkenes, alkynes, nitro-substituted aromatic compounds and benzyl ethers in the flow-through mode. In addition, the activity of the catalysts is well suited to achieve Suzuki, Sonogashira and Heck cross-coupling reactions in the absence of phosphanes or any other ligands, resulting in a greatly simplified purification. As an extension to this concept a bifunctional support was prepared inside the reactor consisting of Pd particles and an ion-exchange group (hydroxide form). In the Suzuki-Miyaura reaction the reactor serves as a base for immobilisation and activation of the boronic acid as boronate and as a catalyst for promoting the C-C coupling reaction under continuous-flow conditions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
引用
收藏
页码:3601 / 3610
页数:10
相关论文
共 116 条
[1]   A review of modern transition-metal nanoclusters: their synthesis, characterization, and applications in catalysis [J].
Aiken, JD ;
Finke, RG .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 145 (1-2) :1-44
[2]  
Akiyama R, 2001, ANGEW CHEM INT EDIT, V40, P3469, DOI 10.1002/1521-3773(20010917)40:18<3469::AID-ANIE3469>3.0.CO
[3]  
2-T
[4]  
Akiyama R., 2001, ANGEW CHEM-GER EDIT, V113, P3577
[5]   Arene-catalysed lithiation of triflates and triflamides under Barbier-type conditions: An indirect transformation of alcohols and amines into organolithium compounds [J].
Alonso, E ;
Ramon, DJ ;
Yus, M .
TETRAHEDRON, 1996, 52 (45) :14341-14348
[6]   Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions [J].
Amatore, C ;
Jutand, A .
ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) :314-321
[7]  
AMURA Y, 1978, SYNTHESIS-STUTTGART, P822
[8]  
[Anonymous], ANGEW CHEM
[9]  
[Anonymous], 1994, CLUSTERS COLLOIDS TH, P459, DOI DOI 10.1002/9783527616077.CH6
[10]  
[Anonymous], 2002, J ORGANOMET CHEM