Synthesis and characterization of novel PEPPSI type bicyclic (alkyl)(amino)carbene (BICAAC)-Pd complexes

• New bicyclic (alkyl)(amino)carbene (BICAAC) precursor compounds have been prepared ( 5b–d ). Using BICAAC carbenes, five new Pd-PEPPSI complexes 6a–e ) synthetized. The reported characterized by NMR, HRMS and XRD techniques. palladium 6ae shown high activity in Mizoroki–Heck coupling reaction even at as low 100 ppm loading. A series of alkylamino carbenes (where N -aryl = dipp, mes, 2,6-dimethyl-4-(dimethylamino)phenyl, 5a–d their novel air- moisture-resistant pyridine (pyridine, 4-dimethylaminopyridine) containing Pd(II) were synthetized characterized. As examples the PEPPSI (“ enhanced precatalyst preparation stabilization initiation ”)-Pd compounds, loading (TON up to 10000). Kinetic studies revealed that reactions carried out presence elemental mercury resulted decrease activity. It indicates may both molecular Pd(0)-mediated catalytic paths.