10.1186/2228-5326-2-8

Retracted: A new nano bismuth(III) salophen catalyst for green and efficient catalytic oxidation of sulfides into the corresponding sulfoxides

  1. Chemistry Department, Faculty of Science, Razi University, Kermanshah, 67149-67346, IR
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Published in Issue 2012-06-18

How to Cite

Tajgardoon, M. G., Jafari, M., Rafiee, E., Feyzi, M., & Joshaghani, M. (2012). Retracted: A new nano bismuth(III) salophen catalyst for green and efficient catalytic oxidation of sulfides into the corresponding sulfoxides. International Nano Letters, 2(1 (December 2012). https://doi.org/10.1186/2228-5326-2-8

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Abstract

Retraction This article was mistakenly published twice. For this reason this duplicate article has now been retracted. For citation purposes please cite the original: http://www.inljournal.com/?_action=articleInfo&article=14 Abstract Bismuth(III) salophen as a new catalyst has been synthesized. Structural properties of this complex have been studied by Fourier transform infrared spectroscopy, X-ray diffraction, differential scanning calorimetry, and thermal gravimetric analyses. The average crystalline size of Bi-salophen particles was 86 nm. Thermal analyses show that the complex is stable over 300°C. Catalytic activity of this catalyst has been investigated in oxidation of sulfides. Different kinds of sulfides have been oxidized to the corresponding sulfoxides efficiently in the presence of sodium periodate as oxidant in glacial acetic acid as solvent at room temperature. These sulfides were selectively and completely converted into their corresponding sulfoxides in very short reaction times. Selectivity of this method was excellent, which is another advantage of this method.

Keywords

  • Bismuth(III) Schiff base,
  • Oxidation,
  • Sodium periodate,
  • Sulfides,
  • Salophen

References

  1. Singh et al. (1975) 8-acetyl-7-hydroxy-4-methyl coumarin as a gravimetric reagent for Cu2+ and Fe3+
  2. Mohindru et al. (1983) Bathocuproine sulphonate: a tissue culture-compatible indicator of copper-mediated toxicity https://doi.org/10.1038/303064a0
  3. Patel et al. (1999) Preparation and characterization of some lanthanide complexes involving a heterocyclic beta -diketone
  4. Lowenthal et al. (1990) Asymmetric catalytic cyclopropanation of olefins: bis-oxazoline copper complexes https://doi.org/10.1016/S0040-4039(00)98014-6
  5. Chang et al. (1997) Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes https://doi.org/10.1021/ic970824q
  6. Evans et al. (1991) Bis(oxazolines) as chiral ligands in metal-catalyzed asymmetric reactions. Catalytic, asymmetric cyclopropanation of olefins https://doi.org/10.1021/ja00002a080
  7. Fukauda and Katsuki (1997) Highly enantioselective cyclopropanation of styrene derivatives using Co(III)-salen complex as a catalyst https://doi.org/10.1016/S0040-4020(97)00423-7
  8. Uozumi et al. (1996) Homochiral 2, 2′-bis(oxazolyl)-1,1′-binaphthyls as ligands for copper(I)-catalyzed asymmetric cyclopropanation https://doi.org/10.1016/0957-4166(96)00193-0
  9. Denmark et al. (1997) Cyclopropanation with diazomethane and bis(oxazoline)palladium(II) complexes https://doi.org/10.1021/jo970044z
  10. Paluki et al. (1992) Asymmetric oxidation of sulfides with H2O2 catalyzed by (salen)Mn(III) complexes https://doi.org/10.1016/S0040-4039(00)60849-3
  11. Tong et al. (2005) Highly efficient catalysts of chitosan-Schiff base Co(II) and Pd(II) complexes for aerobic oxidation of cyclohexane in the absence of reductants and solvents https://doi.org/10.1016/j.molcata.2005.01.011
  12. Cavazzini et al. (2003) Fluorous biphasic oxidation of sulfides catalysed by (salen)manganese(III) complexes https://doi.org/10.1016/S1381-1169(03)00325-X
  13. Sippola et al. (2004) Oxidation of lignin model compounds with cobalt-sulphosalen catalyst in the presence and absence of carbohydrate model compound https://doi.org/10.1081/WCT-200046246
  14. Ballistreri et al. (1997) Oxidation of N, N-benzylalkylamines to nitrones by Mo(VI) and W(VI) polyperoxo complexes https://doi.org/10.1016/S1381-1169(96)00322-6
  15. Leitch et al. (2005) Regioselective N- and C2-electrophilic substitution of 3-substituted indoles https://doi.org/10.1016/j.tetlet.2005.02.153
  16. McAuliffe (1987) Pergamon Press
  17. Srivastava and Banik (2003) Bismuth nitrate-catalyzed versatile Michael reactions https://doi.org/10.1021/jo026550s
  18. Leon Prasanth and Maheswaran (2007) Selective oxidation of sulfides to sulfoxides in water using 30% hydrogen peroxide catalyzed with a recoverable VO(acac)2 exchanged sulfonic acid resin catalyst https://doi.org/10.1016/j.molcata.2006.11.052
  19. Brougham et al. (1987)
  20. Firouzabadi and Mohammadpour-Baltrok (1992) Zinc bismuthate Zn(BiO3)2 I. A useful oxidizing agent for the efficient oxidation of organic compounds https://doi.org/10.1246/bcsj.65.1131
  21. Heaney (1993) Oxidation reactions using magnesium monoperphthalate and urea hydrogen peroxide
  22. Page et al. (1994) A new system for catalytic asymmetric oxidation of sulfides using a hydrogen peroxide based reagent https://doi.org/10.1016/0040-4039(94)88530-3
  23. Khurana et al. (1996) Rapid oxidation of sulfides and sulfoxides with sodium hypochlorite https://doi.org/10.1080/00304949609356529
  24. Hirano et al. (1996)
  25. Hirano et al. (1996) https://doi.org/10.1080/00304949609356737
  26. Yamazaki (1996) Selective Ssnthesis of sulfoxides and sulfones by methyltrioxorhenium-catalyzed oxidation of sulfides with hydrogen peroxide https://doi.org/10.1246/bcsj.69.2955
  27. Chen et al. (1996) Tetrabutylammonium peroxydisulfate in organic synthesis; III1. An efficient procedure for the selective oxidation of sulfides to sulfoxides by tetrabutylammonium peroxydisulfate https://doi.org/10.1080/00397919608003612
  28. Donohoe (2000) Oxford University Press
  29. Ravikumar et al. (1999) Selective oxidation of sulfides: selective preparation of 1-trifluoromethyl vinyl sulfoxides https://doi.org/10.1016/S0022-1139(99)00013-5
  30. Xu et al. (2004)
  31. Saito and Katsuki (2001) Ti(salen)-catalyzed enantioselective sulfoxidation using hydrogen peroxide as a terminal oxidant https://doi.org/10.1016/S0040-4039(01)00590-1
  32. Sivasubramanian et al. (2002) Iron(III) − salen complexes as enzyme models: Mechanistic study of oxo(salen)iron complexes oxygenation of organic sulfides https://doi.org/10.1021/jo010878o
  33. Sun et al. (2004) Efficient asymmetric oxidation of sulfides and kinetic resolution of sulfoxides catalyzed by a vanadium − salan system https://doi.org/10.1021/jo040221d
  34. Velusamy et al. (2005) Copper catalyzed oxidation of sulfides to sulfoxides with aqueous hydrogen peroxide https://doi.org/10.1016/j.tetlet.2005.03.194
  35. Hosseinpoor and Golchoubian (2006) Mn(III)-catalyzed oxidation of sulfides to sulfoxides with hydrogen peroxide https://doi.org/10.1016/j.tetlet.2006.05.012
  36. Karimi et al. (2005) Selective oxidation of sulfides to sulfoxides using 30% hydrogen peroxide catalyzed with a recoverable silica-based tungstate interphase catalyst https://doi.org/10.1021/ol047635d
  37. Mirkhani et al. (2005) Efficient oxidation of sulfides with sodium periodate catalyzed by manganese(III) Schiff base complexes https://doi.org/10.1016/j.molcata.2005.07.045