A highly active and reusable copper(I)-tren catalyst for the "click'' 1,3-dipolar cycloaddition of azides and alkynes

被引:210
作者
Candelon, Nicolas [1 ]
Lastecoueres, Dominique [1 ]
Diallo, Abdou Khadri [1 ]
Aranzaes, Jaime Ruiz [1 ]
Astruc, Didier [1 ]
Vincent, Jean-Marc [1 ]
机构
[1] Univ Bordeaux 1, Inst Mol Sci, CNRS, UMR 5255, F-33405 Talence, France
关键词
D O I
10.1039/b716306a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The copper(I) complex [Cu(C18(6)tren)] Br 1 (C18(6)tren = tris(2-dioctadecylaminoethyl) amine) which exhibits a good stability towards aerobic conditions is a versatile, highly reactive and recyclable catalyst for the Huisgen cycloaddition of azides with terminal or internal alkynes and is a useful catalyst for the preparation of "click'' dendrimers.
引用
收藏
页码:741 / 743
页数:3
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共 35 条
  • [1] Closer to the "ideal recoverable catalyst" for atom transfer radical polymerization using a molecular non-fluorous thermomorphic system
    Barré, G
    Taton, D
    Lastcouères, D
    Vincent, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (25) : 7764 - 7765
  • [2] Becker M, 1999, CHEM-EUR J, V5, P3124, DOI 10.1002/(SICI)1521-3765(19991105)5:11<3124::AID-CHEM3124>3.0.CO
  • [3] 2-D
  • [4] Self-separating homogeneous copper(I) catalysts
    Bergbreiter, David E.
    Hamilton, Patrick N.
    Koshti, Nirmal M.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (35) : 10666 - +
  • [5] CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective
    Bock, VD
    Hiemstra, H
    van Maarseveen, JH
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) : 51 - 68
  • [6] Polytriazoles as copper(I)-stabilizing ligands in catalysis
    Chan, TR
    Hilgraf, R
    Sharpless, KB
    Fokin, VV
    [J]. ORGANIC LETTERS, 2004, 6 (17) : 2853 - 2855
  • [7] Click chemistry in CuI-zeolites:: The Huisgen [3+2]-cycloaddition
    Chassaing, Stefan
    Kumarraja, Mayilvasagam
    Sido, Abdelkarim Sani Souna
    Pale, Patrick
    Sommer, Jean
    [J]. ORGANIC LETTERS, 2007, 9 (05) : 883 - 886
  • [8] (NHC)copper(I)-catalyzed [3+2] cycloaddition of azides and mono- or disubstituted alkynes
    Diez-Gonzalez, Silvia
    Correa, Andrea
    Cavallo, Luigi
    Nolan, Steven P.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (29) : 7558 - 7564
  • [9] Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by copper-catalyzed cycloaddition-coupling of azides and terminal alkynes
    Gerard, Baudouin
    Ryan, Jamie
    Beeler, Aaron B.
    Porco, John A., Jr.
    [J]. TETRAHEDRON, 2006, 62 (26) : 6405 - 6411
  • [10] Reusable polymer-supported catalyst for the [3+2] Huisgen cycloaddition in automation protocols
    Girard, C
    Önen, E
    Aufort, M
    Beauvière, S
    Samson, E
    Herscovici, J
    [J]. ORGANIC LETTERS, 2006, 8 (08) : 1689 - 1692