Skip to main content
Log in

Two Schiff-base complexes of cadmium and manganese on modified MCM-41 as practical, recyclable and selective nanocatalysts for the synthesis of sulfoxides

  • Published:
Journal of Porous Materials Aims and scope Submit manuscript

Abstract

In this work, 2-Hydroxy-5-nitrobenzaldehyde Schiff-base complexes of cadmium and manganese on MCM-41 (Cd-5NSA-MCM-41 and Mn-5NSA-MCM-41) have been investigated as stable, efficient, environment friendly, reusable, and chemoselective nanocatalysts. These catalysts were characterized by various techniques such as X-ray diffraction (XRD), thermogravimetric analysis (TGA), Brunauer–Emmett–Teller (BET), Fourier transform-infrared spectroscopy (FT-IR) and atomic absorption spectroscopy (AAS). Sulfoxide derivatives were synthesized in the presence of Cd-5NSA-MCM-41 and Mn-5NSA-MCM-41 through mild and selective oxidation of sulfides and all sulfoxide products were obtained in good yields within acceptable times. In order to synthesis of sulfoxides, hydrogen peroxide (H2O2) was used as an environmentally friendly, non-toxic, available and inexpensive oxidant. These catalysts can recovered and reused for several times without significant loss in catalytic activities. In addition the recovered catalysts was characterized with several techniques such as XRD diffraction, AAS analysis and FT-IR spectroscopy, which are shown a good agreement to fresh catalysts. Comparison of reused and un-reused catalysts were confirmed the heterogeneous nature and good stability of these catalysts.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Scheme 2
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 3
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

Data availability

All data is available in the main manuscript file.

References

  1. F. Poovan, V. Chandrashekhar, K. Natte, J. Rajenahally, Catal (Technol., Accepted Manuscript, Synergy between homogeneous and heterogeneous catalysis, Sci, 2022). https://doi.org/10.1039/D2CY00232A

  2. M. Miceli, P. Frontera, A. Macario, A. Malara, Catalysts 11, 591 (2021)

    Article  CAS  Google Scholar 

  3. D.J. Cole-Hamilton, Science 299, 1702 (2003)

    Article  CAS  PubMed  Google Scholar 

  4. V.S. Shende, V.B. Saptal, B.M. Bhanage, Chem. Rec 19, 1–23 (2019)

    Article  Google Scholar 

  5. C.W. Lim, I.S. Lee, Nano Today 5, 412–434 (2010)

    Article  CAS  Google Scholar 

  6. D. Astruc, Chem. Rev. 120, 461–463 (2020)

    Article  CAS  PubMed  Google Scholar 

  7. (a) C. Testa, A. Zammataro, A. Pappalardo, G.T. Sfrazzetto, (2019) RSC Adv., 9:27659–27664. (b) P. Moradi, (2022) RSC Adv. 12:33459–33468

  8. S.B. Somwanshi, S.B. Somvanshi, P.B. Kharat, (2020) Journal of Physics: Conference Series 1644:012046, doi:https://doi.org/10.1088/1742-6596/1644/1/012046

  9. P. Moradi, M. Hajjami, RSC Adv. 11, 25867–25879 (2021)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  10. M. Nikoorazm, B. Tahmasbi, S. Gholami, P. Moradi, Appl. Organomet. Chem. 34, e5919 (2020)

    CAS  Google Scholar 

  11. K. Biradha, A. Goswami, R. Moi, Chem. Commun. 56, 10824–10842 (2020)

    Article  CAS  Google Scholar 

  12. S.Khazalpour,,M.Yarie,,E. Kianpour, A. Amani, S. Asadabadi, J.Y. Seyf, M. Rezaeivala, S. Azizian, M.A. Zolfigol, J Iran. Chem Soc 17, 1775–1917 (2020)

    Article  Google Scholar 

  13. A.L. Corcho-Valdés, C. Iriarte-Mesa, J. Calzadilla-Maya, Y. Matos-Peralta, L.F. Desdín-García, M. Antuch, (2022) Carbon Composite Catalysts 223–266

  14. M. Melchionna, S. Marchesan, M. Prato, P. Fornasiero, Catal. Sci. Technol. 5, 3859–3875 (2015)

    Article  CAS  Google Scholar 

  15. M. Nikoorazm, P. Moradi, N. Noori, G. Azadi, J Iran. Chem Soc 18, 467–478 (2021)

    Article  CAS  Google Scholar 

  16. B. Atashkar, A. Rostami, H. Gholami, B. Tahmasbi, Res. Chem. Intermed 41, 3675–3681 (2015)

    Article  CAS  Google Scholar 

  17. B. Tahmasbi, A. Ghorbani-Choghamarani, P. Moradi, New. J. Chem. 44, 3717–3727 (2020)

    Article  CAS  Google Scholar 

  18. A. Ghorbani-Choghamarani, P. Moradi, B. Tahmasbi, Polyhedron 163, 98–107 (2019)

    Article  CAS  Google Scholar 

  19. P. A.Jabbari, M. Moradi, B. Hajjami, Tahmasbi, Sci. Rep. 12, 11660 (2022)

    Article  Google Scholar 

  20. P. Moradi, M. Hajjami, New. J. Chem. 45, 2981–2994 (2021)

    Article  CAS  Google Scholar 

  21. P. Moradi, M. Hajjami, B. Tahmasbi, Polyhedron 175, 114169 (2020)

    Article  Google Scholar 

  22. P. Moradi, M. Hajjami, RSC Adv. 12, 13523–13534 (2022)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. J.A.S. Costa, R.A. de Jesus, D.O. Santos, J.F. Mano, L.P.C. Romão, C.M. Paranhos, Microporous Mesoporous Mater 291, 109698 (2020)

    Article  CAS  Google Scholar 

  24. M. Nikoorazm, P. Moradi, N. Noori, J. Porous Mater. 27, 1159–1169 (2020)

    Article  CAS  Google Scholar 

  25. M. Nikoorazm, A. Ghorbani–Choghamaranai, M. Khanmoradi, P. Moradi, J. Porous Mater. 25, 1831–1842 (2018)

    Article  CAS  Google Scholar 

  26. L. Shiri, B. Tahmasbi, Phosphorus Sulfur Silicon Relat. Elem. 192, 53–57 (2017)

    CAS  Google Scholar 

  27. C. Liu, Synth. Commun. 51, 2237–2264 (2021)

    Article  CAS  Google Scholar 

  28. A. Ghorbani-Choghamarani, G. Azadi, B. Tahmasbi, M. Hadizadeh-Hafshejani, Z. Abdi, Phosphorus Sulfur Silicon Relat. Elem. 189, 433–439 (2014)

    CAS  Google Scholar 

  29. A. Rezaei, A. Ghorbani-Choghamarani, B. Tahmasbi, (2022) Catal. Lett. https://doi.org/10.1007/s10562-022-04135-8

  30. M. Azizi, A. Maleki, F. Hakimpoor, R. Ghalavand, A. Garavand, Catal. Lett. 147, 2173–2177 (2017)

    Article  CAS  Google Scholar 

  31. A. Maleki, R. Rahimi, S. Maleki, Environ. Chem. Lett. 14, 195–199 (2016)

    Article  CAS  Google Scholar 

  32. S.H. Mansourian, S. Shahhosseini, A. Maleki, J. Ind. Eng. Chem. 80, 576–589 (2019)

    Article  CAS  Google Scholar 

  33. M.M.D. Pramanik, N. Rastogi, Chem. Commun. 52, 8557–8560 (2016)

    Article  CAS  Google Scholar 

  34. K.G.M. Koua, V.M. Dong, Org. Biomol. Chem. 13, 5844–5847 (2015)

    Google Scholar 

  35. A. Ghorbani-Choghamarani, P. Moradi, B. Tahmasbi, J Iran. Chem Soc 16, 511–521 (2019)

    Article  CAS  Google Scholar 

  36. (a) T. Kikhavani, P. Moradi, M. Mashari-Karir, J. Naji, (2022) Appl. Organometal. Chem. 36:e6895. (b) M. Nikoorazm, A. Ghorbani–Choghamarani, A. Panahi, B. Tahmasbi, N. Noori, (2018) J. Iran. Chem. Soc. 15:181–189

  37. A. Mahdian, M. Hatefi Ardakani, E. Heydari-Bafrooei, S. Saeednia, Appl. Organomet. Chem. 35, e6170 (2021)

    Article  CAS  Google Scholar 

  38. M. Nikoorazm, Z. Rezaei, B. Tahmasbi, J. Porous Mater. 27, 671–689 (2020)

    Article  CAS  Google Scholar 

  39. B. Tahmasbi, M. Nikoorazm, P. Moradi, Y. Abbasi Tyula, RSC Adv. 12, 34303–34317 (2022)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

Download references

Acknowledgement

Authors thank the research facilities of Ilam University, Ilam, Iran, for financial support of this research project.Also, financial support for this work by the research affairs of Islamic Azad University, Qeshm Branch, Qeshm, Iran is gratefully acknowledged.

Funding

There are no financial resources.

Author information

Authors and Affiliations

Authors

Contributions

AJ: Data Collection, Methodology and Investigation. MN: Supervision. PM: Writing - original draft , Writing-review & editing.

Corresponding authors

Correspondence to Arida Jabbari or Mohsen Nikoorazm.

Ethics declarations

Conflict of interest

Authors declare no conflict of interest. All research results are absolutely correct. The article is only this one part that has been submitted to "Journal of Porous Materials".

Consent for publication

All authors consent to the publication of this manuscript in "Journal of Porous Materials".

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Jabbari, A., Nikoorazm, M. & Moradi, P. Two Schiff-base complexes of cadmium and manganese on modified MCM-41 as practical, recyclable and selective nanocatalysts for the synthesis of sulfoxides. J Porous Mater 30, 1395–1402 (2023). https://doi.org/10.1007/s10934-023-01427-1

Download citation

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10934-023-01427-1

Keywords

Navigation