Synthesis, Characterization and Catalytic Activity of Vanadium(v) Complex with Tridentate Schiff Base Ligand  N´-[1-(2-Hydroxynaphthyl) Methylene]-2-Hydroxy Benzohydrazide

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Mahmood Khanlu, Reza | 2015

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Type of Document: M.Sc. Thesis
Language: Farsi
Document No: 46788 (03)
University: Sharif University of Technology
Department: Chemistry
Advisor(s): Bagherzadeh, Mojtaba; Mohammadi Boghaei, Davar
Abstract:
In this project a new dioxovanadium (V) complex of Schiff base ligand N`-[1-(2-hydroxynaphthyl)methylene]-2-hydroxy benzohydrazide was synthesized and fully characterized. This complex is a pentacoordinate one in which the dioxo groups are in cis form. For synthesis of this complex, first, the intermediate compound 2-hydroxy benzohydrazide was synthesized from hydrazine and methyl salicylate and condensed with 2-hydroxynaphthaldehyde to give the Schiff base ligand (H2NBD). Then from reaction of ligand and ammonium vanadate in DMF in 65 ̊C, the NH4[VO2(NBD)] was prepared. This complex was fully characterized by UV, NMR and IR spectroscopies and it’s application as catalyst in sulfoxidation reactions of diaryl and dialkyl sulfides in order to get the best selectivity toward sulfoxide products was studied. Selectivity for the optimized NH4[VO2(NBD)]/UHP catalytic system ranges from 92 - 97% and also the results shows that as the length of alkyl chain increases or the aromatic ring gets farther from sulfur atom the conversion decreases. This can be related to steric repulsions and electronic effects of aromatic rings
Keywords:
Schiff Bases ; Oxidation ; Sulfoxides ; Sulfide Oxidation ; Urea-Hydrogen Peroxide ; Dioxo Vandium (V)Complex

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