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Issue 12, 2013
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Application of 1,2,3-triazolylidenes as versatile NHC-type ligands: synthesis, properties, and application in catalysis and beyond

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Abstract

Triazolylidenes have rapidly emerged as a powerful subclass of N-heterocyclic carbene ligands for transition metals. They are readily available through regioselective [2 + 3] cycloaddition of alkynes and azides and subsequent metallation according to procedures established for related carbenes. Due to their mesoionic character, triazolylidenes are stronger donors than Arduengo-type imidazol-2-ylidenes. Spurred by these attractive attributes and despite their only recent emergence, triazolylidenes have shown major implications in catalysis. This feature article summarises the synthetic accessibility of triazolylidene metal complexes and their electronic and structural characteristics, and it compiles their applications, in particular, as catalyst precursors for various bond forming and redox reactions, as well as first approaches into photophysical and biochemical domains.

Graphical abstract: Application of 1,2,3-triazolylidenes as versatile NHC-type ligands: synthesis, properties, and application in catalysis and beyond

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Article information


Submitted
30 Oct 2012
Accepted
29 Nov 2012
First published
30 Nov 2012

Chem. Commun., 2013,49, 1145-1159
Article type
Feature Article

Application of 1,2,3-triazolylidenes as versatile NHC-type ligands: synthesis, properties, and application in catalysis and beyond

K. F. Donnelly, A. Petronilho and M. Albrecht, Chem. Commun., 2013, 49, 1145
DOI: 10.1039/C2CC37881G

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