Catalytic efficacy of Schiff-base copper(II) complexes: Synthesis, X-ray structure and olefin oxidation

Three copper(II) Schiff-base complexes, [Cu(L1)(H2O)](ClO4) (1), [Cu(L2)] (2) and [Cu(L3)] (3) have been synthesized and characterized [where HL1 = 1-(N-ortho-hydroxy-acetophenimine)-2-methyl-pyridine], H2L2 = N,N′-(2-hydroxy-propane-1,3-diyl)-bis-salicylideneimine and H2L3 = N,N′-(2,2-dimethyl-propane-1,3-diyl)-bis-salicylideneimine]. The structure of complex 1 has been determined by single crystal X-ray diffraction analysis. In complex 1, the copper(II) ion is coordinated to one oxygen atom and two nitrogen atoms of the tridentate Schiff-base ligand, HL1. The fourth coordination site of the central metal ion is occupied by the oxygen atom from a water molecule. All the complexes exhibit high catalytic activity in the oxidation reactions of a variety of olefins with tert-butyl-hydroperoxide in acetonitrile. The catalytic efficacy of the copper(II) complexes towards olefin oxidation reactions has been studied in different solvent media.

Graphical abstractCopper(II) complexes containing tridentate and tetradentate Schiff-bases have been synthesized and characterized. Olefin oxidation reactions catalyzed by these complexes, in different solvent media, have been studied by using tert-BuOOH as an oxidant.Figure optionsDownload full-size imageDownload as PowerPoint slide