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Lewis酸促进无配体钯盐催化的Suzuki反应研究 被引量:3

Rate enhancement in ligand-free palladium catalyzed Suzuki reaction by Lewis acid promoters
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摘要 研究了Lewis酸在Suzuki反应中的促进作用,考察了Lewis酸、溶剂及碱性试剂对目的产物收率的影响,并优化了反应条件。结果表明,FeCl3·6H2O对Suzuki反应有明显的助催化作用。当采用乙醇作溶剂,K2CO3作碱性试剂,在溴苯和苯硼酸反应体系中加入FeCl3·6H2O后,联苯产率由56%增加至88%。 The rate enhancement in homogeneous Suzuki reaction by Lewis acid has been investigated. The effects of Lewis acid, solvent and base on the yields of object product have been also studied, and the reaction conditions are optimized. Significant enhancement has been achieved when a catalytic amount of FeCI3 "6H20 is used. The yields of biphenyl increased from 56 % to 88 % in the presence of ethanol as solvent,K2CO3 as base and FeCl3·6H2O as catalytic promoter.
出处 《现代化工》 EI CAS CSCD 北大核心 2008年第1期41-43,共3页 Modern Chemical Industry
基金 湖北省自然科学基金资助项目(2007ABA369)
关键词 SUZUKI偶联反应 LEWIS酸 促进 催化 Suzuki coupling reaction Lewis acid enhancement catalysis
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  • 1Hassan J, Sevignon M, Gozzi C, et al. Aryl-aryl bond formation one century after the discovery of the ullmann reaction[J]. Chem Rev, 2002, 102(5) : 1359 - 1470.
  • 2Yang Ch H,Tai C Ch, Huang Y T, et al.Ionic liquid promoted palladium-catalyzed Suzuki cross-couplings of N-contained heterocyclic chlorides with naphthaleneboronic acids [ J ]. Tetrahedron, 2005, 61 (20) : 4857 - 4861.
  • 3Kotha S, Lahiri K, Kashinath D. Recent applications of the SuzukiMiyaura cross-coupling reaction in organic synthesis [ J]. Tetrahedron, 2002,58(48) :9633 - 9695.
  • 4Suzuki A. Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995-1998 [ J]. J Organomet Chem, 1999,576(1/2) : 147 - 168.
  • 5Navarro O, Kelly R A, Nolan S P. A general method for the Suzuki-Miyaura cross-coupling of sterically hindered aryl chlorides: Synthesis of di-and tri-ortho-substituted biaryls in 2-propanol at room temperature [J] .J Am Chem Soc,2003,125(52) : 16194 - 16195.
  • 6Walfe J P, Buchwald S L. A highly active catalyst for the room-temperature amination and Suzuki coupling of aryl chlorides[J]. Angew Chem Int Ed, 1999,38(16) :2413 - 2416.
  • 7Fox J M, Huang X, Chieffl A, etal. highly active and selective catalysts for the formation of α-Aryl ketones[ J] .J Am Chem Soc,2000,122(7): 1360- 1370.
  • 8Shimizu K, Koizumi S, Hatamachi T, etal. Structural investigations of functionalized mesoporous silica-supported palladium catalyst for Heck and Suzuki coupling reactions[J] .J Catal,2004,228( 1): 141 - 151.
  • 9Gonzalez-Arellano C, Corma A, Iglesias M, et al. Pd( Ⅱ )-Schiff base complexes heterogenised on MCM-41 and delaminated zeolites as efficient and recyclable catalysts for the Heck reaction [ J ]. Adv Synth Catal,2004,346(13/14/15) : 1758 - 1764.
  • 10Kong K C, Cheng C H. Facile aryl-aryl exchange between the palladium center and phosphine ligands in palladium ( Ⅱ ) complexes [ J ]. J Am Chem Soe, 1991,113(16) :6313 - 6315.

同被引文献28

  • 1周少林,徐利文,夏春谷,李经纬,李福伟.Suzuki偶联反应的最新研究进展[J].有机化学,2004,24(12):1501-1512. 被引量:31
  • 2龚军芳,刘广宇,朱玉,杜晨霞,宋毛平,吴养洁.环钯化二茂铁亚胺-三苯基膦配合物的合成、表征及催化Suzuki反应研究[J].高等学校化学学报,2006,27(7):1266-1271. 被引量:17
  • 3张峰,张歆.Pt/介孔TiO_2-SiO_2的制备、表征及光催化性能研究[J].无机材料学报,2006,21(5):1268-1272. 被引量:16
  • 4MIYAURA N, SUZUKI A. Stereoselective synthesis of arylated (E)-alkenes by the reaction of alk-1-enylboranes with aryl halides in the presence of palladium catalyst [JJ. Chemical Communications, 1979(19) :866-867.
  • 5KOROLEV D N, BUMAGIN N A. An improved protocol for ligandless Suzuki-Miyaura coupling in water[ J ]. Tetrahedron Letters ,2006,47 ( 25 ) :4225-4229.
  • 6GONZALEZ-ARELLANO C, CORMA A, IGLESIAS M, et al. Pd (II)-Schiff base complexes heterogenised on MCM-41 and delaminated zeolites as efficient and recyclable catalysts for the Heck reaction[J]. Advanced Synthesis Catalysis ,2004,346( 13/14/15 ) : 1758-1764.
  • 7KONG K C, CHENG C H. Facile aryl-aryl exchange between the palladium center and phosphine ligands in palladium ( II ) complexes [ J ]. Journal of American Chemistry Society, 1991,113 (16) :6313-6315.
  • 8LIN Y C, CHANG C H, CHEN C C, et al. Supported vanadium oxide catalysts in selective oxidation of ethanol : comparison of TiO2/SiO2 and ZrO2/SiO2 as supports[ J ]. Catalysis Communications ,2008,9(5 ) :675-679.
  • 9MCCREA K R, LOGAN J W, TARBUCK T L, et al. Thiophene hydrodesulfurization over alumina-supported molybdenum carbide and nitride catalysts: effect of Mo loading and phase [ J ]. Journal of Catalysis, 1997,171 ( 1 ) :255-267.
  • 10Miyaura N,Suzuki A. Palladium-catalyzed cross-coupling reactions of organoboron compounds[J].Chemical Reviews,1995.2457-2483.

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