2-methyl-1,4-benzodioxan-substituted bis(NHC)PdX2 complexes: Synthesis, characterization and the catalytic activity in the direct arylation reaction of some 2-alkyl-heterocyclic compounds

Abstract

Almost in all fields of chemistry, the C–C cross-coupling reactions such as the direct arylation reaction have attracted much attention and have advanced quickly in recent years due to the importance of environment-friendly properties. This study contains the synthesis of the 2-methyl-1,4-benzodioxan-substituted bis(NHC)PdX2 complexes and their catalytic activity in direct arylation reaction. The bis(NHC)PdX2 complexes have been prepared from the 2-methyl-1,4-benzodioxan-substituted Ag(I)NHC complexes via transmetallation method. The bis(NHC)PdX2 complexes have been characterized using 1H NMR, 13C NMR, FT-IR spectroscopy and elemental analysis techniques. The bis(NHC)PdX2 complexes have been examined as catalysts in the direct arylation reactions with 2-n-butylfuran, 2-n-butylthiophene and 2-isopropylthiazole, and have demonstrated excellent activity in these reactions.