Suzuki-Miyaura Cross-Coupling Reaction Based on Novel Palladium(II) Diphenylphosphine Derivative Catalyst

Abstract

The synthesis and characterization of palladium complexes ((CH₃)₃SiC₆H₄PPh₂)₂PdCl_2,4a, and ((CH₃)₃SiC₁₂H₈PPh₂)₂PdCl₂, 4b, containing phosphine (CH₃)₃SiC₆H₄PPh₂, 3a and (CH₃)₃SiC₁₂H₈PPh₂,  3b ligands are reported. The phosphine ligands are prepared conveniently in high yield by treatment of the corresponding 1,4-dibromoarene  with one equivalent of butyl lithium, and one equivalent of ClPPh₂ at -78 °C under an atmosphere of argon. The palladium complexes are synthesized by the reaction of Pd(cod)Cl₂ with two equivalent of the above mentioned phosphine ligands. The new complexes were fully characterized by spectroscopic methods  and elemental analysis. Furthermore, the use of the palladium (II) complexes of such system as pre-catalysts for the Suzuki-Miyaura coupling of some arylbromides and arylchloride with substituted  phenyl boronic acid has been tested.

Keywords:1,4-dibromoarene, Palladium complex, Suzuki coupling, catalyst.