Highly efficient divergent synthesis of dendrimers via metal-free "click" chemistry

被引:15
|
作者
Gonzaga, Ferdinand [1 ]
Sadowski, Lukas P. [1 ]
Rambarran, Talena [1 ]
Grande, John [1 ]
Adronov, Alex [1 ]
Brook, Michael A. [1 ]
机构
[1] McMaster Univ, Dept Chem & Chem Biol, W Hamilton, ON L8S 4M1, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
alkynes; azides; click chemistry; dendrimers; metal-free; monomers; synthesis; THIOL-ENE; CYCLOADDITION; MACROMOLECULES; CATALYSIS; POLYMERS; DESIGN; AZIDES;
D O I
10.1002/pola.26511
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new synthetic strategy to prepare dendrimers using a single, inexpensive monomer is described. Divergent growth relies on a highly efficient, metal-free Click cycloaddition of azides to alkynes. Functional dendrimers are obtained with minimal purification in high yields, with no by-product but a water soluble salt, and the excess of monomer used can be recycled at each stage of the iterative synthesis. © 2012 Wiley Periodicals, Inc.
引用
收藏
页码:1272 / 1277
页数:6
相关论文
共 50 条
  • [1] Efficient and rapid divergent synthesis of PEO-based dendrimers through catalyst-free click chemistry
    Arseneault, Mathieu
    Levesque, Isabelle
    Morin, Jean-Francois
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [2] Synthesis of poly(aminoester) dendrimers via 'click' chemistry in combination with the divergent and convergent strategies
    Moreno, Pierre
    Quelever, Gilles
    Peng, Ling
    TETRAHEDRON LETTERS, 2015, 56 (26) : 4043 - 4046
  • [3] Efficient and Rapid Divergent Synthesis of Ethylene Oxide-Containing Dendrimers through Catalyst-Free Click Chemistry
    Arseneault, Mathieu
    Levesque, Isabelle
    Morin, Jean-Francois
    MACROMOLECULES, 2012, 45 (09) : 3687 - 3694
  • [4] Polysiloxane Elastomers via Room Temperature, Metal-Free Click Chemistry
    Gonzaga, Ferdinand
    Yu, Gilbert
    Brook, Michael A.
    MACROMOLECULES, 2009, 42 (23) : 9220 - 9224
  • [5] Reactive, functional silicone elastomers via metal-free click chemistry
    Gonzaga, Ferdinand
    Rambarran, Talena
    Brook, Michael A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [6] Synthesis of PEGylated Salicylaldehyde Azine via Metal-free Click Chemistry for Cellular Imaging Applications
    Chen Xin
    Xiao Chunsheng
    Chen Xuesi
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2019, 35 (05) : 929 - 936
  • [7] Synthesis of PEGylated Salicylaldehyde Azine via Metal-free Click Chemistry for Cellular Imaging Applications
    Xin Chen
    Chunsheng Xiao
    Xuesi Chen
    Chemical Research in Chinese Universities, 2019, 35 : 929 - 936
  • [8] Metal-Free Click Chemistry Reactions on Surfaces
    Escorihuela, Jorge
    Marcelis, Antonius T. M.
    Zuilhof, Han
    ADVANCED MATERIALS INTERFACES, 2015, 2 (13):
  • [9] Robust, efficient, and orthogonal synthesis of dendrimers via thiol-ene "Click" chemistry
    Killops, Kato L.
    Campos, Luis M.
    Hawker, Craig J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (15) : 5062 - +
  • [10] Metal-free bioorthogonal click chemistry in cancer theranostics
    Wu, Dan
    Yang, Kuikun
    Zhang, Zhankui
    Feng, Yunxuan
    Rao, Lang
    Chen, Xiaoyuan
    Yu, Guocan
    CHEMICAL SOCIETY REVIEWS, 2022, 51 (04) : 1336 - 1376