Epoxidation of alkenes by an oxidovanadium(IV) tetradentate Schiff base complex as an efficient catalyst with tert-butyl hydroperoxide

• Published in: Inorganica Chimica Acta Vol. 457; pp. 116 - 121
• Main Authors: Sedighipoor, Maryam, Kianfar, Ali Hossein, Mahmood, Wan Ahmad Kamil, Azarian, Mohammad Hossein
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01-03-2017; Elsevier Science Ltd
• Subjects: Alkenes; Asymmetry; Butyl hydroperoxide; Catalysis; Catalyst; Catalysts; Catalytic activity; Chemical synthesis; Crystal structure; Crystallization; Electrochemical analysis; Electrochemistry; Epoxidation; Imines; Ligands; Single crystals; Vanadium Schiff base complexes; Voltammetry; X ray analysis; X-ray crystallography; X-ray crystallography; Electrochemistry; Vanadium Schiff base complexes; Asymmetry; Catalyst
• ISSN: 0020-1693; 1873-3255
• DOI: 10.1016/j.ica.2016.12.018

In the present research, we demonstrated the synthesis and characterization of new oxidovanadium Schiff base complex (IV). The single crystal X-ray analysis showed that vandium(IV) placed in a distorted five coordinated square pyramidal N2O3 geometry. Fuethermore, the catalytic activity of this complex was tested in epoxidation of alkenes Based on the results, the vanadyl Schiff base complex was very active in epoxidation of alkenes in optimized conditions.
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•Novel vanadyl Schiff base complex was prepared and its structure were confirmed by different techniques.•The X-ray crystallography results show that the complex is five coordinated in the solid state.•The catalytic activity of the oxidovanadium(IV) Schiff base complex was tested in the epoxidation of cyclooctene.
A new asymmetrical tetradentate N2O2 Schiff base ligand was synthesized from 2-hydroxyacetophenon, 2-hydroxynaphthaldehyde and 1,2 phenylenediimine. The new oxidovanadium(IV) Schiff base complex, VIVOL (L=N-2-hydroxyacetophenon-N′-2-hydroxynaphthaldehyde-1,2 phenylenediimine), was prepared by reaction of Schiff base ligand with vanadyl acetylacetonate. The Schiff base ligand (L) and the oxidovanadium(IV) complex were characterized by spectroscopic methods. The crystal structure of the complex was determined by the single crystal X-ray analysis. The complex crystallized in the orthorhombic system, having one V4+ ion coordinating in an approximately square pyramidal N2O3 geometry by two azomethine N atoms and phenolic oxygens from Schiff base ligand in a square plane and one oxygen atom in an apical position. Electrochemical properties of the complex were examined by means of cyclic voltammetry. The catalytic activity of the oxidovanadium(IV) Schiff base complex was tested in the epoxidation of cyclooctene.