N′-(3-bromo-2-hydroxybenzylidene)-4-nitrobenzohydrazide and its oxovanadium(V) complex: Synthesis, crystal structures, and catalytic property

A new benzohydrazone compound, N-(3-bromo-2-hydro xybenzylidene)-4-nitrobenzohydrazide (H2L), and its oxovanadium(V) complex, 2[VOL(BHA)]center dot CH3CN, where HBHA is benzohydroxamic acid, was prepared and structurally characterized by physicochemical methods and single-crystal X-ray diffraction. The benzohydrazone compound crystallizes in the monoclinic space group P21/c, with a = 11.2211(15), b = 13.5515(18), c = 9.2850(10) angstrom, = 90.554(2)degrees, V = 1411.8(30 angstrom 3, Z = 4, R 1 = 0.0757, and wR 2 = 0.1920. The oxovanadium(V) complex crystallizes in the triclinic space group P1, with a = 11.3754(13), b = 14.7186(19), c = 15.611(2) angstrom, = 83.952(2)degrees, = 72.346(2)degrees, = 69.848(2)degrees, V = 2338.1(5) angstrom 3, Z = 2, R 1 = 0.0886, and wR 2 = 0.2245. X-ray structural analysis indicates that the benzohydrazone ligand coordinates to the V atom through the phenolate O, imino N, and enolic O atoms. The V atom in the complex is coordinated by one benzohydrazone ligand and one BHA ligand, as well as one oxo O atom, forming an octahedral coordination. The crystal structures of the ligand and the complex are stabilized by hydrogen bonds. The complex is an effective catalyst for sulfoxidation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry to view the supplemental file.