A Porous Organic Poly(triphenylimidazole) Decorated with Palladium Nanoparticles for the Cyanation of Aryl Iodides.

A new porous organic poly(triphenylimidazole), PTPI-Me, was prepared through a Yamamoto self-coupling reaction of 2,4,5-tris-(4-bromophenyl)-1-methyl-1H-imidazole (TPI-Me) in the presence of bis(1,5-cyclooctadiene)nickel(0). The polymer was subsequently decorated with Pd nanoparticles (NPs) to afford a heterogeneous cyanation catalyst, Pd@PTPI-Me. Pd NPs with an average diameter of 2.7 nm were grown within the PTPI-Me framework, owing to the coordination of the imidazole rings to the Pd species. The resultant Pd@PTPI-Me catalyst, with a Pd loading of 0.13 mmol g-1 , exhibited superior catalytic activity for the cyanation of aryl iodides. More importantly, the heterogeneous catalyst was also readily recycled and displayed negligible deactivation after five cycles.