Cobalt Schiff base complexes: Synthesis characterization and catalytic application in Suzuki–Miyaura reaction

doi:10.1016/j.cjche.2018.05.002

Abstract

Abstract: 3-Methoxysalicylaldehyde was condensed with the amines 4-aminoacetophenone and 2-amino-5-bromopyridine to obtain Schiff base ligands, 1 and 2, which were coordinated to cobalt salts as complex 1 and complex 2, respectively. The synthesized ligands and complexes were characterized by spectroscopic (FT-IR, UV-Vis, ¹H-NMR and mass spectrometry), thermal (TGA) and elemental analysis. The structures of the complexes were verified by evaluating their magnetic susceptibility and spectroscopic evidences. Synthesized complexes were studied for their catalytic activity in the Suzuki-Miyaura cross-coupling of aryl halides with phenylboronic acid. Optimized reaction yields 90% of the cyanobiphenyl for complex 1 and 91% for complex 2 with 0.1 mmol of catalyst loading thereby substantiating the C\\C coupling efficiency of the synthesized complexes, 1 and 2.

Key words: Transition metal complex, Schiff base, Suzuki-Miyaura coupling reaction, Cobalt

摘要： 3-Methoxysalicylaldehyde was condensed with the amines 4-aminoacetophenone and 2-amino-5-bromopyridine to obtain Schiff base ligands, 1 and 2, which were coordinated to cobalt salts as complex 1 and complex 2, respectively. The synthesized ligands and complexes were characterized by spectroscopic (FT-IR, UV-Vis, ¹H-NMR and mass spectrometry), thermal (TGA) and elemental analysis. The structures of the complexes were verified by evaluating their magnetic susceptibility and spectroscopic evidences. Synthesized complexes were studied for their catalytic activity in the Suzuki-Miyaura cross-coupling of aryl halides with phenylboronic acid. Optimized reaction yields 90% of the cyanobiphenyl for complex 1 and 91% for complex 2 with 0.1 mmol of catalyst loading thereby substantiating the C-C coupling efficiency of the synthesized complexes, 1 and 2.

关键词: Transition metal complex, Schiff base, Suzuki-Miyaura coupling reaction, Cobalt

Rasheeda M. Ansari, Lolakshi K. Mahesh, Badekai Ramachandra Bhat . Cobalt Schiff base complexes: Synthesis characterization and catalytic application in Suzuki–Miyaura reaction[J]. Chinese Journal of Chemical Engineering, 2019, 27(3): 556-563.

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