Simultaneous copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and living radical polymerization

被引：140

作者：

Geng, Jin ^{[1
]}

Lindqvist, Josefina ^{[1
]}

Mantovani, Giuseppe ^{[1
]}

Haddleton, David M. ^{[1
]}

机构：

[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 22期

关键词：

click chemistry; copper; cycloaddition; one-pot process; polymerization;

D O I：

10.1002/anie.200800179

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) All in one: CuBr/iminopyridine systems can catalyze simultaneously both copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC, "click") and living radical polymerization (LRP) processes (see scheme). The relative rate of the two processes can be tailored by a judicious choice of the reaction conditions (solvent, temperature, [CuBr] 0) leading to the development of a potentially very efficient synthetic route to well-defined functional polymers. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4180 / 4183

页数：4

共 41 条

[1] Enhanced reactivity of dinuclear Copper(I) acetylides in dipolar cycloadditions [J].

Ahlquist, Marten ;

Fokin, Valery V. .

ORGANOMETALLICS, 2007, 26 (18) :4389-4391

[2] Catalytic "Active-Metal" template synthesis of [2]rotaxanes, [3]rotaxanes, and molecular shuttles, and some observations on the mechanism of the Cu(I)-catalyzed azide-alkyne 1,3-cycloaddition [J].

Aucagne, Vincent ;

Berna, Jose ;

Crowley, James D. ;

Goldup, Stephen M. ;

Haenni, Kevin D. ;

Leigh, David A. ;

Lusby, Paul J. ;

Ronaldson, Vicki E. ;

Slawin, Alexandra M. Z. ;

Viterisi, Aurlien ;

Walker, D. Barney .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :11950-11963

[3] Synthesis of star polymers by a combination of ATRP and the "click" coupling method [J].

Gao, Haifeng ;

Matyjaszewski, Krzysztof .

MACROMOLECULES, 2006, 39 (15) :4960-4965

[4] Synthesis of molecular brushes by "grafting onto" method: Combination of ATRP and click reactions [J].

Gao, Haifeng ;

Matyjaszewski, Krzysztof .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (20) :6633-6639

[5] Well-defined poly(N-glycosyl 1,2,3-triazole) multivalent ligands: Design, synthesis and lectin binding studies [J].

Geng, Jin ;

Lindqvist, Joserina ;

Mantovani, Giuseppe ;

Chen, Gaojian ;

Sayers, Claire T. ;

Clarkson, Guy J. ;

Haddleton, David M. .

QSAR & COMBINATORIAL SCIENCE, 2007, 26 (11-12) :1220-1228

[6] Site-directed conjugation of "Clicked" glycopolymers to form glycoprotein mimics: Binding to mammalian lectin and induction of immunological function [J].

Geng, Jin ;

Mantovani, Giuseppe ;

Tao, Lei ;

Nicolas, Julien ;

Chen, Gaojian ;

Wallis, Russell ;

Mitchell, Daniel A. ;

Johnson, Benjamin R. G. ;

Evans, Stephen D. ;

Haddleton, David M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (49) :15156-15163

[7] Bringing efficiency to materials synthesis: The philosophy of click chemistry [J].

Hawker, Craig J. ;

Fokin, Valery V. ;

Finn, M. G. ;

Sharpless, K. Barry .

AUSTRALIAN JOURNAL OF CHEMISTRY, 2007, 60 (06) :381-383

[8] Synthesis of novel linear PEO-b-PS-b-PCL triblock copolymers by the combination of ATRP, ROP, and a click reaction [J].

He, Xiaohua ;

Liang, Liyuan ;

Xie, Meiran ;

Zhang, Yiqun ;

Lin, Shaoliang ;

Yan, Deyue .

MACROMOLECULAR CHEMISTRY AND PHYSICS, 2007, 208 (16) :1797-1802

[9] Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates [J].

Himo, F ;

Lovell, T ;

Hilgraf, R ;

Rostovtsev, VV ;

Noodleman, L ;

Sharpless, KB ;

Fokin, VV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (01) :210-216

[10] Synthesis of photocleavable linear macromonomers by ATRP and star macromonomers by a tandem ATRP-click reaction: Precursors to photodegradable model networks [J].

Johnson, Jeremiah A. ;

Finn, M. G. ;

Koberstein, Jeffrey T. ;

Turro, Nicholas J. .

MACROMOLECULES, 2007, 40 (10) :3589-3598

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