A mesoionic bis(Py-tzNHC) palladium(II) complex catalyses "green" Sonogashira reaction through an unprecedented mechanism

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Abstract

A novel bis(pyridyl-functionalized 1,2,3-triazol-5-ylidene)-palladium(ii) complex [Pd(Py-tzNHC)2]2+ catalyses the copper-, amine-, phosphine-, and additive-free aerobic Sonogashira alkynylation of (hetero)aryl bromides in water as the only reaction solvent. The catalysis proceeds along two connected Pd-cycles with homogeneous bis-carbene Pd0 and PdII species, as demonstrated by electrospray ionization mass spectrometry.

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Gazvoda, M., Virant, M., Pevec, A., Urankar, D., Bolje, A., Kočevar, M., & Košmrlj, J. (2016). A mesoionic bis(Py-tzNHC) palladium(II) complex catalyses “green” Sonogashira reaction through an unprecedented mechanism. Chemical Communications, 52(8), 1571–1574. https://doi.org/10.1039/c5cc08717a

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