Synthesis, structure and catalytic applications of octahedral nickel(II) benzoylhydrazone complex: Suzuki–Miyaura cross-coupling reaction of aryl bromides with arylboronic acid

• New Ni(II) benzoylhydrazone complex is synthesized and characterized.
• The catalytic activity of the complex is explored for the Suzuki–Miyaura reaction.
• Aryl bromides coupled effectively with boronic acids to form bi- and triaryls.

A simple route for the synthesis of a new octahedral nickel(II) complex (1) containing 4-chloro-benzoic acid pyridin-2-ylmethylene-hydrazide ligand (HL, where H represents the dissociable proton) has been described. The characterization of the complex having the formula [Ni(μ3-O,N,N-L)2] has been established by elemental analysis, ESI-MS, spectral methods and single crystal X-ray crystallography. Further, the new complex was found to act as an active homogeneous catalyst for the Suzuki–Miyaura reaction of substituted aryl bromides (mono and dibromides) with various arylboronic acids having different electronic effects under optimized conditions of solvent, base and catalyst loading. The biphenyl and triphenyl derivatives were obtained in moderate to excellent isolated yields.

The synthesis and characterization of octahedral nickel(II) benzoylhydrazone complex is described. The complex was used as a potential catalyst for the Suzuki–Miyaura cross-coupling reaction of different aryl bromides with various arylboronic acids. Under optimized reaction conditions bi- and triaryls were obtained in moderate to excellent isolated yield.Figure optionsDownload as PowerPoint slide