Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reaction: Scope, Mechanism, and Applications

The ruthenium-catalyzed azide alkyne cycloaddition (RuAAC) affords 1,5-disubstituted 1,2,3-triazoles in one step and complements the more established copper-catalyzed reaction providing the 1,4-isomer. The RuAAC reaction has quickly found its way into the organic chemistry toolbox and found applicat...

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Bibliographic Details
Published inChemical reviews Vol. 116; no. 23; pp. 14726 - 14768
Main Authors Johansson, Johan R, Beke-Somfai, Tamás, Said Stålsmeden, Anna, Kann, Nina
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 14.12.2016
Subjects
Alkynes
Azides (organic)
Catalysts
Complement
Construction equipment
Copper
Cycloaddition
Organic chemistry
Polymers
Synthesis (chemistry)
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Summary:The ruthenium-catalyzed azide alkyne cycloaddition (RuAAC) affords 1,5-disubstituted 1,2,3-triazoles in one step and complements the more established copper-catalyzed reaction providing the 1,4-isomer. The RuAAC reaction has quickly found its way into the organic chemistry toolbox and found applications in many different areas, such as medicinal chemistry, polymer synthesis, organocatalysis, supramolecular chemistry, and the construction of electronic devices. This Review discusses the mechanism, scope, and applications of the RuAAC reaction, covering the literature from the last 10 years.
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ISSN:0009-2665
1520-6890
1520-6890
DOI:10.1021/acs.chemrev.6b00466