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Metal chelating systems synthesized using the copper(i) catalyzed azide-alkynecycloaddition

Dalton Transactions · 2009 · Vol. 39(3) · pp. 675–696
Harriet StruthersThomas L. MindtRoger Schibli

Abstract

The copper(I) catalyzed azide-alkyne cycloaddition (CuAAC) is the premier example of a click reaction. The reaction is modular, reliable and easy to perform, providing easy access to molecular diversity. The majority of reported applications of the reaction employ the 1,2,3-triazole as a stable linkage to connect two chemical/biological components, while the potential for metal coordination of the heterocycle itself has received much less attention. In fact, 1,4-functionalized 1,2,3-triazoles are versatile ligands offering several donor sites for metal coordination, including N3, N2 and C5. In this article, we summarize the areas in which the CuAAC has been applied to the synthesis of novel triazole-containing ligands for transition metals.

Click Chemistry and ApplicationsMonoclonal and Polyclonal Antibodies ResearchChemical Synthesis and AnalysisCycloadditionClick chemistryCombinatorial chemistryAzideCopperTriazoleCatalysisAlkyneChelationChemistry

MeSH terms

AlkynesAnimalsAzidesCatalysisChelating AgentsCopperHumansMetals
Citations
383
FWCI
18.45
field-weighted impact
References
141
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References
Cu-Catalyzed Azide−Alkyne Cycloaddition
Chemical Reviews · 2008 · 4,492 citations
Click Chemistry: Diverse Chemical Function from a Few Good Reactions
Angewandte Chemie International Edition · 2001 · 9,278 citations
Luminescent chemosensors for transition metal ions
Coordination Chemistry Reviews · 2000 · 851 citations
Polytriazoles as Copper(I)-Stabilizing Ligands in Catalysis
Organic Letters · 2004 · 1,493 citations
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