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, Volume 11, Issue 2, pp 983–993 | Cite as

Cu-SBTU@MCM-41: As an Efficient and Reusable Nanocatalyst for Selective Oxidation of Sulfides an Oxidative Coupling of Thiols

  • Mohsen NikoorazmEmail author
  • Massoud Ghobadi
Original Paper

Abstract

Cu(II) complex with S-benzylisothiourea ligand was grafted into functionalized mesoporous MCM-41 (Cu-SBTU@MCM-41) and characterized by X-ray Diffraction (XRD), thermal gravimetric analysis (TGA), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), Fourier transform infrared spectroscopy (FT-IR) and inductively Coupled Plasma (ICP-OES) techniques. After characterization of this catalyst its application has been studied in selective oxidation of sulfides to sulfoxides and oxidative coupling of thiols to disulfides using hydrogen peroxide (H2O2) as oxidant. This catalyst was shown good recyclability and reused for several consecutive runs without significant loss of its activity.

Keywords

Mesoporous MCM-41 Oxidation reaction Sulfoxides Thiols Hydrogen peroxide 

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Notes

Acknowledgments

Financial support for this work by the research affairs of Ilam University, Ilam, Iran is gratefully acknowledged.

References

  1. 1.
    Gawande MB, Luque R, Zboril R (2014) ChemCatChem 6:3312–3313CrossRefGoogle Scholar
  2. 2.
    Nikoorazm M, Ghorbani-Choghamarani A, Panahi A, Tahmasbi B, Noori N (2018) J Iran Chem Soc 15:181–189CrossRefGoogle Scholar
  3. 3.
    Zolfigol MA, Khakyzadeh V, Moosavi-Zare AR, Rostami A, Zare A, Iranpoor N, Beyzavi MH, Luque R (2013) Green Chem 15:2132–2140CrossRefGoogle Scholar
  4. 4.
    Mokhtary M (2016) J Iran Chem Soc 13:1827–1845CrossRefGoogle Scholar
  5. 5.
    Cheng T, Zhang D, Li H, Liu G (2014) Green Chem 16:3401–3427CrossRefGoogle Scholar
  6. 6.
    Nikoorazm M, Noori N, Tahmasbi B, Faryadi S (2017) Transit Met Chem 42:469–481CrossRefGoogle Scholar
  7. 7.
    Koukabi N, Kolvari E, Zolfigol MA, Khazaei A, Shirmardi Shaghasemi B, Fasahati B (2012) Adv Synth Catal 354:2001–2008CrossRefGoogle Scholar
  8. 8.
    Karimi B, Mansouri F, Mirzaei HM (2015) ChemCatChem 7:1736–1789CrossRefGoogle Scholar
  9. 9.
    Koukabi N, Kolvari E, Khazaei A, Zolfigol MA, Shirmardi-Shaghasemi B, Khavasi HR (2011) Chem Commun 47:9230–9232CrossRefGoogle Scholar
  10. 10.
    Nikoorazm M, Ghorbani-Choghamarani A, Khanmoradi M (2016) J Porous Mater 23:761–772CrossRefGoogle Scholar
  11. 11.
    Maria G, Stoica AI, Luta I, Stirbet D, Radu GL (2012) Micro Meso Mater 162:80–89CrossRefGoogle Scholar
  12. 12.
    Idris SA, Harvey SR, Gibson LT (2011) J Hazard Mater 193:171–176CrossRefGoogle Scholar
  13. 13.
    Yan S, Xiu-Wu L, Wei S, Yaping Z, Li Z (2007) Appl Surf Sci 253:5650–5655CrossRefGoogle Scholar
  14. 14.
    Benhamou A, Basly JP, Baudu M, Derriche Z, Hamacha R (2013) J Colloid Interface Sci 404:135–139CrossRefGoogle Scholar
  15. 15.
    Nikoorazm M, Ghorbani-Choghamarani A, Noori N, Tahmasbi B (2016) Appl Organometal Chem 30:843–851CrossRefGoogle Scholar
  16. 16.
    Abdollahi-Alibeik M, Pouriayevali M (2012) Catal Commun 22:13–18CrossRefGoogle Scholar
  17. 17.
    Havasi F, Ghorbani-Choghamarani A, Nikpour F (2016) Microporous Mesoporous Mater 224:26–35CrossRefGoogle Scholar
  18. 18.
    Huang Y, Hao W, Ding G, Cai MZ (2012) J Organometal Chem 715:141–146CrossRefGoogle Scholar
  19. 19.
    Nikoorazm M, Ghorbani-Choghamarani A, Noori N (2016) Res ChemIntermed 42:4621–4640Google Scholar
  20. 20.
    Ghorbani-Choghamarani A, Ghasemi B, Safari Z, Azadi G (2015) Catal Commun 60:70–75CrossRefGoogle Scholar
  21. 21.
    Zolfigol MA (2000) Synth Commun 30:1593–1597CrossRefGoogle Scholar
  22. 22.
    Shirini F, Zolfigol MA, Lakouraj MM, Azadbar MR (2001) Russ J Org Chem 37:1340–1341CrossRefGoogle Scholar
  23. 23.
    Hajjami M, Ghorbani-Choghamarani A, Ghafouri-Nejad R, Tahmasbi B (2016) New J Chem 40:3066–3074CrossRefGoogle Scholar
  24. 24.
    Sreedhar B, Radhika P, Neelima B, Hebalkar N, Mishra AK (2008) Catal Commun 10:39–44CrossRefGoogle Scholar
  25. 25.
    Villalobos L, Ren T (2013) Inorg Chem Commun 28:52–54CrossRefGoogle Scholar
  26. 26.
    Ghorbani-Choghamarani A, Tahmasbi B, Moradi P, Havasi N (2016) Appl Organometal Chem 30:619–625CrossRefGoogle Scholar
  27. 27.
    Shaabani A, Rezayan AH (2007) Catal Commun 8:1112–1116CrossRefGoogle Scholar
  28. 28.
    Romanelli GP, Villabrille PI, Cáceres CV, Vázquez PG, Tundo P (2011) Catal Commun 12:726–730CrossRefGoogle Scholar
  29. 29.
    Villalobos L, Ren T (2013) Inorg Chem Commun 28:52–54CrossRefGoogle Scholar
  30. 30.
    Molassiotis A, Bryan G, Caress A, Bailey C, Smith J (2010) Respir Med 104:934–944CrossRefGoogle Scholar
  31. 31.
    Ghorbani-Choghamarani A, Moradi P, Tahmasbi B (2016) RSC Adv 6:56458–56466CrossRefGoogle Scholar
  32. 32.
    Abbasi M;Khalili D (2015) J Iran Chem Soc 12:1425–1430CrossRefGoogle Scholar
  33. 33.
    Rattanangkool E, Krailat W, Vilaivan T, Phuwapraisirisan P, Sukwattanasinitt M, Wacharasindhu S (2014) Eur J Org Chem 22:4795–4804CrossRefGoogle Scholar
  34. 34.
    Ghorbani-Choghamarani A, Azadi G, Tahmasbi B, Hadizadeh-Hafshejani M, Abdi Z (2014) Elem 189:433–439Google Scholar
  35. 35.
    Tamhankar BV Int (2014) J Res Org Chem 4:4–6Google Scholar
  36. 36.
    Liu Y, Wang H, Wang C, Wan JP, Wen C (2013) RSC Adv 3:21369–21372CrossRefGoogle Scholar
  37. 37.
    Ghorbani-Choghamarani A, Hajjami M, Tahmasbi B, Noori N (2016) J Iran Chem Soc 13:2193–2202CrossRefGoogle Scholar
  38. 38.
    Firouzabadi F, Iranpoor N, Zolfigol MA (1998) Synth Commun 28:377–385CrossRefGoogle Scholar
  39. 39.
    Firouzabadi H, Iranpoor N, Zolfigol MA (1998) Synth Commun 28:1179–1187CrossRefGoogle Scholar
  40. 40.
    Zolfigol MA, Amani K, Ghorbani-Choghamarani A, Hajjami M, Ayazi-Nasrabadi R, Jafari S (2008) Catal Commun 9:1739–1744CrossRefGoogle Scholar
  41. 41.
    Ghorbani-Choghamarani A, Moradi P, Tahmasbi B (2016) RSC Adv 6:56638–56646CrossRefGoogle Scholar
  42. 42.
    Ghorbani-Choghamarani A, Rabiei H, Tahmasbi B, Ghasemi B, Mardi F (2016) Res Chem Intermed 42:5723–5737CrossRefGoogle Scholar
  43. 43.
    Hajjami M, Shirvandi Z, Yousofvand Z (2017) J Porous Mater 24:1461–1472CrossRefGoogle Scholar
  44. 44.
    Shiri L, Tahmasbi B (2017) Phosphorus, Sulfur, and Silicon 192:53–57CrossRefGoogle Scholar
  45. 45.
    Shiri L, Kazemi M (2017) Phosphorus, Sulfur, and Silicon 192:1171–1176CrossRefGoogle Scholar
  46. 46.
    Nikoorazm M, Jabbari A (2017) J Porous Mater 24:477–486CrossRefGoogle Scholar
  47. 47.
    Azizi M, Maleki A, Hakimpoor F, Ghalavand R, Garavand A (2017) Catal Lett 147:2173–2177CrossRefGoogle Scholar
  48. 48.
    Dou Y, Huang X, Wang H, Yang L, Li H, Yuan B, Yang G (2017) Green Chem 19:2491–2495CrossRefGoogle Scholar
  49. 49.
    Yang L, Li S, Dou Y, Zhen S, Li H, Zhang P, Yuan B, Yang G (2017) Asian J Org Chem 6:265–268CrossRefGoogle Scholar
  50. 50.
    Nikoorazm M, Ghorbani-Choghamarani A, Khanmoradi M (2017) J Iran Chem Soc 14:1215–1225CrossRefGoogle Scholar
  51. 51.
    Ghorbani-Choghamarani A, Tahmasbi B, Noori N, Ghafouri-Nejad R (2017) J Iran Chem Soc 14:681–693CrossRefGoogle Scholar

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© Springer Science+Business Media B.V., part of Springer Nature 2018

Authors and Affiliations

  1. 1.Department of ChemistryIlam UniversityIlamIran

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