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Vanadium(V) complexes with hydrazone and benzohydroxamate ligands: synthesis, structures and catalytic epoxidation

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Two structurally similar vanadium(V) complexes, [VOL1L] (1) and [VOL2L] (2), where L1 is the dianionic form of N′-(3,5-dibromo-2-hydroxybenzylidene)-4-methoxybenzohydrazide, L2 is the dianionic form of N′-(3,5-dibromo-2-hydroxybenzylidene)nicotinohydrazide, and L is benzohydroxamate, were prepared and characterized by elemental analysis, infrared spectra, and single crystal X-ray diffraction. 1 crystallizes in the monoclinic space group P2 1 /c, with unit cell dimensions a = 12.0262(7), b = 16.5629(9), c = 12.3449(8) Å, β = 105.160(2)°, V = 2373.4(2) Å3, Z = 4, R 1 = 0.0376, wR 2 = 0.0844, GOOF = 1.058; 2 crystallizes in the monoclinic space group P2 1 /c, with unit cell dimensions a = 10.6439(7), b = 16.1968(9), c = 13.1108(8) Å, β = 104.180(2)°, V = 2191.4(2) Å3, Z = 4, R 1 = 0.0521, wR 2 = 0.1142, GOOF = 1.018. X-ray analysis indicates that vanadium in the complexes are coordinated by phenolate oxygen, imino nitrogen, and enolate oxygen of the hydrazone, two oxygens of the benzohydroxamate, and one oxo, generating octahedral coordination. Oxidations of olefins with the complexes as catalysts were evaluated. The complexes showed effective catalytic efficiency in oxidation of several aliphatic and aromatic substrates under mild conditions, using tert-butyl hydrogen peroxide as oxidant.
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Keywords: Catalytic epoxidation; Crystal structure; Hydrazone ligand; Vanadium complex

Document Type: Research Article

Affiliations: College of Chemical Engineering and Pharmacy, Jingchu University of Technology, Jingmen, PR China

Publication date: June 18, 2014

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