Synthesis and Catalytic Application of Homoleptic Bis(triazol-5-ylidene)-Silver Complexes
DOI:
https://doi.org/10.29356/jmcs.v70i1.2518Keywords:
Silver, mesoionic carbenes (MICs), catalysis, propargylic aminesAbstract
Treatment of 1,2,3-triazolium salts with equimolar amounts of silver oxide (in presence of potassium hexafluorophosphate) generates a series of bis-triazol-5-ylidene silver(I) complexes with the general formula [(MIC)2Ag]PF6 (MIC = triazol-5-ylidene). The new biscarbenic species have been fully characterized including FT-IR and NMR spectroscopies, melting points, and elemental analysis. The catalytic performance of the silver(I) complexes in the solvent free KA2 (ketone-alkyne-amine) coupling for the generation of propargylic amines and the A3 coupling (aldehyde, amine, alkyne) is investigated.
Resumen. El tratamiento de sales de 1,2,3-triazolio con cantidades equimolares de óxido de plata (en presencia de hexafluorofosfato de potasio), genera una serie de complejos de plata soportados por bis(triazol-5-ilidenos) con formula general [(MIC)2Ag]PF6 (MIC = triazol-5-ilideno). Los nuevos complejos de plata(I) han sido completamente caracterizados mediante espectroscopías de FT-IR y RMN, así como puntos de fusión y análisis elementales. El potencial catalítico de los biscarbenos de plata en el acoplamiento KA2 (cetona, aldehído, alquino) para la generación de aminas propargílicas así como el acoplamiento A3 (aldehído, amina, alquino), es investigado.
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