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Synthesis and Characterization of Vanadium (IV)-SNO & ONO Tridentate Schiff-Base Complexes and Their Applications in Sulfide and Alcohol Oxidation in Ionic Liquid Media

Mousavi, Narges Sadat | 2011

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  1. Type of Document: M.Sc. Thesis
  2. Language: Farsi
  3. Document No: 42271 (03)
  4. University: Sharif University of Technology
  5. Department: Chemistry
  6. Advisor(s): Bagherzadeh, Mojtaba
  7. Abstract:
  8. In recent years, application of transition metal biphasic catalytic systems for different reactions is an area of intense research activity. Among these reactions, oxidation of sulfides to sulfoxides and sulfones due to their importance as an intermediate in synthesis of organic compounds is a center of interest. Also, the catalytic conversion of alcohols to the corresponding aldehydes or ketones is a fundamental transformation in both laboratory and industrial synthetic chemistry. From environmental perspectives, the development of new catalytic oxidation systems with molecular oxygen as green oxidant is particularly attractive. In recent years, ionic liquids have been extensively studied as media for catalytic systems because they are green solvents and have the ability of recycling homogeneous catalysts .Vanadium(IV) complexes as catalysts in biphasic ionic liquid/ organic systems for sulfides and alcohols oxidation are reported less than other transition metal complexes. The goal of this research is synthesis of new N-salicylidene-2-aminothiophenolate-5-sulfonate vanadyl (NaVO(sSAT)) and N-salicylidene-2-aminophenolate-5-sulfonate (NaVO(sSAP)) and investigation of their catalytic activity in biphasic ionic liquid/ toluene system for sulfide oxidation by tert-Butyl hydrogen peroxide (TBHP) and for alcohol oxidation in ionic liquid as solvent by molecular oxygen. In these catalytic systems, alcohols and sulfides are oxidized to corresponding oxygenated products with high yields and high selectivity to sulfoxides for sulfides and to aldehyde for alcohols. Complexes are characterized by IR and elemental analysis. Oxidation of sulfides has been carried out at room temperature and in 80 min by TBHP in biphasic system of ionic liquid/ toluene. However oxidation of alcohol has been carried out at 80 °C for 6 hours in ionic liquid as solvent and by molecular oxygen. One of the main advantages of using ILs as reaction media is the possibility of reusing the IL phase along with the dissolved or immobilized metal catalyst. Therefore, we studied the recyclability of our catalytic system, complexes of NaVO(sSAT) and NaVO(sSAP), in alcohol and sulfide oxidation. Utilization of recycled catalyst showed good activity in other cycles
  9. Keywords:
  10. Schiff Bases ; Sulfide Oxidation ; Alcohol Oxidation ; Ionic Liquids ; Vanadyl Complexes

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