Click Chemistry beyond Metal-Catalyzed Cycloaddition

被引:759
作者
Becer, C. Remzi [1 ,2 ,3 ]
Hoogenboom, Richard [2 ,3 ]
Schubert, Ulrich S. [1 ,2 ,3 ]
机构
[1] Univ Jena, Lab Organ & Macromol Chem, D-07743 Jena, Germany
[2] Eindhoven Univ Technol, Lab Macromol Chem & Nanosci, NL-5612 AZ Eindhoven, Netherlands
[3] Dutch Polymer Inst, NL-5612 AB Eindhoven, Netherlands
关键词
click chemistry; catalyst-free method; cycloaddition; Diels-Alder reaction; thio-click reaction; COPPER-FREE CLICK; ONE-POT SYNTHESIS; LIVING RADICAL POLYMERIZATION; AZIDE-ALKYNE CYCLOADDITION; FREE TRIAZOLE FORMATION; STAR-BLOCK-COPOLYMERS; 1,3-DIPOLAR CYCLOADDITION; CONVERGENT SYNTHESIS; POLYMERS; EFFICIENT;
D O I
10.1002/anie.200900755
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The overwhelming success of click chemistry encouraged researchers to develop alternative "spring-loaded" chemical reactions for use in different fields of chemistry. Initially, the copper(I)-catalyzed azidealkyne cycloaddition was the only click reaction. In recent years, metal-free [3+2] cycloaddition reactions, Diels-Alder reactions, and thiol-alkene radical addition reactions have come to the fore as click reactions because of their simple synthetic procedures and high yields. Furthermore, these metal-free reactions have wide applicability and are physiologically compatible. These and other alternative click reactions expand the opportunities for synthesizing small organic compounds as well as tailor-made macromolecules and bioconjugates. This Minireview discusses the success and applicability of new, in particular metal-free, click reactions. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4900 / 4908
页数:9
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