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

Chem Commun (Camb). 2016 Jan 28;52(8):1571-4. doi: 10.1039/c5cc08717a. Epub 2015 Nov 17.

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 Pd(0) and Pd(II) species, as demonstrated by electrospray ionization mass spectrometry.

Publication types

  • Research Support, Non-U.S. Gov't