Mesoionic Carbenes- Triazolylidenes

Beyond Click Chemistry: Spontaneous C-triazolyl Transfer from Copper to Rhenium and Transformation into Mesoionic C-triazolylidene Carbene
Celedonio M. Álvarez, Luis A. García-Escudero, Raúl García-Rodríguez, Daniel Miguel
Chem Commun., 2012, 48, 7209-7211. DOI: 10.1039/C2CC32725B



The exceptional versatility of the 1,2,3-triazole ring in tridentate carbonyl rhenium complexes has been explored starting from a “click chemistry” unexpected product obtained from the spontaneous copper to rhenium transmetalation, which opens the way to successive transformation to C-triazolyl and triazolylidene mesoionic carbene.


Other click reactions with iminopyridine derivatives:
Schiff plus Click: One-pot Preparation of Triazole-Substituted Iminopyridines and Ring Opening of the Triazole Ring
Celedonio M. Álvarez, Luis A. García-Escudero, Raúl García-Rodríguez and Daniel Miguel.
Dalton Trans., 2013, 42, 2556-2561. DOI: 10.1039/C2DT32400H.



The use of Schiff condensation followed by CuAAC affords complexes containing iminopyridine ligands functionalized either with a triazole ring or with a sulfonyl amido group via ring opening of the unstable sulfonyl triazole.