Nanocrystalline copper oxide(II)-catalyzed alkyne-azide cycloadditions

被引:0
|
作者
Song, Young-Jin [1 ]
Yoo, Chungyul [1 ]
Hong, Jong-Tai [1 ]
Kim, Seung-Joo [1 ]
Seung, Uk Son [2 ]
Jang, Hye-Young [1 ]
机构
[1] Division of Energy Systems Research, Ajou University
[2] Department of Chemistry, Sungkyunkwan University
关键词
Click chemistry; Copper oxide nanoparticles; Cycloaddition; Heterogeneous catalysis;
D O I
10.5012/bkcs.2008.29.8.1561
中图分类号
学科分类号
摘要
Although the use of Cu(II) salts as catalysts without reductants is limited in the cycloaddition of acetylenes with azides, the catalytic system employing average 10 nm CuO(II) nanoparticles in the absence of reductants shows good catalytic activity to form 1,4-disubstituted 1,2,3-triazoles even in wet THF as well as water. It is also noticeable that CuO(II) nanoparticle catalysts can be recycled with consistent activity. A range of alkynes and azides were subject to the optimized CuO(II) nanoparticle-catalyzed cycloaddition reaction conditions to afford the desired products in good yields.
引用
收藏
页码:1561 / 1564
页数:3
相关论文
共 50 条
  • [1] Nanocrystalline copper oxide(II)-catalyzed alkyne-azide cycloadditions
    Song, Young-Jin
    Yoo, Chungyul
    Hong, Jong-Tai
    Kim, Seung-Joo
    Son, Seung Uk
    Jang, Hye-Young
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2008, 29 (08): : 1561 - 1564
  • [2] CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective
    Bock, VD
    Hiemstra, H
    van Maarseveen, JH
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) : 51 - 68
  • [3] Asymmetric Copper-Catalyzed Azide-Alkyne Cycloadditions
    Brittain, William D. G.
    Buckley, Benjamin R.
    Fossey, John S.
    ACS CATALYSIS, 2016, 6 (06): : 3629 - 3636
  • [4] Alkyne-azide cycloaddition catalyzed by a dinuclear copper(I) complex
    Chen, Hong-Bin
    Abeyrathna, Nawodi
    Liao, Yi
    TETRAHEDRON LETTERS, 2014, 55 (48) : 6575 - 6576
  • [5] Alkyne-azide click reaction catalyzed by metallic copper under ultrasound
    Cintas, Pedro
    Barge, Alessandro
    Tagliapietra, Silvia
    Boffa, Luisa
    Cravotto, Giancarlo
    NATURE PROTOCOLS, 2010, 5 (03) : 607 - 616
  • [6] The copper-catalyzed alkyne-azide cycloaddition for the construction of fullerene-porphyrin conjugates
    Hahn, Uwe
    Nierengarten, Jean-Francois
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2016, 20 (8-11) : 918 - 934
  • [7] Sequential alkyne-azide cycloadditions for functionalized gelatin hydrogel formation
    Piluso, Susanna
    Vukicevie, Radovan
    Noechel, Ulrich
    Braune, Steffen
    Lendlein, Andreas
    Neffe, Axel T.
    EUROPEAN POLYMER JOURNAL, 2018, 100 : 77 - 85
  • [8] Structural Determinants of Alkyne Reactivity in Copper-Catalyzed Azide-Alkyne Cycloadditions
    Zhang, Xiaoguang
    Liu, Peiye
    Zhu, Lei
    MOLECULES, 2016, 21 (12)
  • [9] Multicomponent Syntheses based upon Copper-Catalyzed Alkyne-Azide Cycloaddition
    Hassan, Sidra
    Mueller, Thomas J. J.
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (04) : 617 - 666
  • [10] Labeling Live Cells by Copper-Catalyzed Alkyne-Azide Click Chemistry
    Hong, Vu
    Steinmetz, Nicole F.
    Manchester, Marianne
    Finn, M. G.
    BIOCONJUGATE CHEMISTRY, 2010, 21 (10) : 1912 - 1916