A Second-Generation Palladacycle Architecture Bearing a N-Heterocyclic Carbene and Its Catalytic Behavior in Buchwald–Hartwig Amination Catalysis

Abstract

Palladacyclic architectures have been shown as versatile motifs in cross-coupling reactions. NHC-ligated palladacycles possessing unique electronic and steric properties have helped to stabilize the catalytically active species and provide additional control over reaction selectivity. Here, we report on a synthetic protocol leading to palladacycle complexes using a mild base and an environmentally desirable solvent, with a focus on complexes bearing backbone-substituted N-heterocyclic carbene ligands. The readily accessible complexes exhibit high catalytic activity in the Buchwald–Hartwig amination. This is achieved using low catalyst loading and mild reaction conditions in a green solvent.