Skip to main content
SpringerLink
Log in

Magnetic Recyclable Cu/ZnFe2O4 for Catalytic Reduction of Nitroarenes and C-N Bond Formation Reactions

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

A magnetic recyclable Cu/ZnFe2O4 composite material was successfully prepared with easy-to-obtain raw materials. This obtained copper composite material could be employed as efficient catalyst for both degradation of aromatic nitro compounds and C-N bond formation reactions without extra ligands. The degradation reaction could be accomplished in 4 min with high selectivity. A variety of N-aryl nitrogen-containing heterocycles products could be achieved in good to excellent yields with Cu/ZnFe2O4 as the reusable catalyst and this environmentally friendly heterogeneous catalyst could simply be recovered via magnetic decantation and used again for six cycles without considerable loss in activity. Besides, the morphology, chemical state and magnetic property of Cu/ZnFe2O4 was systematically characterized with FT-IR, TGA, XRD, EDS, SEM, TEM, XPS, ICP-OES and VSM studies.

Graphical Abstract

A magnetic recyclable Cu/ZnFe2O4 composite material has been prepared as efficient catalyst for both degradation of aromatic nitro compounds and C-N bond formation reactions without extra ligands.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Pan H, Peng Y, Lu X, He J, He L, Wang C, Yue F, Zhang H, Zhou D, Xia Q (2020) Mol Catal 485:110838

    Article  Google Scholar 

  2. Nasrollahzadeh M, Nezafat Z, Gorab MG, Sajjadi M (2020) Mol Catal 484:110758

    Article  Google Scholar 

  3. Ture SA, Patil VB, Yelamaggad CV, Martínez-Máñez R, Abbaraju V (2021) J Appl Polym Sci 138:50776

    Article  CAS  Google Scholar 

  4. Nasrollahzadeh M, Sajjadi M, Iravani S, Varma RS (2021) J Hazard Mater 401:123401

    Article  CAS  PubMed  Google Scholar 

  5. Wang Y, Hou Y, Wang Q, Wang Y (2021) J Hazard Mater 413:125377

    Article  CAS  PubMed  Google Scholar 

  6. Pu X, Zhang B, Su Y (2019) Chem Eng Technol 42:2146–2153

    Article  CAS  Google Scholar 

  7. Hosseinzadeh R, Aghili N, Tajbakhsh M (2015) Catal Lett 146:193–203

    Article  Google Scholar 

  8. Xiao R, Zhao H, Cai M (2013) Tetrahedron Lett 69:5444–5450

    Article  CAS  Google Scholar 

  9. Hemmati S, Ahany Kamangar S, Yousefi M, Hashemi Salehi M, Hekmati M (2020) Appl Organomet Chem 34:e5611

    CAS  Google Scholar 

  10. Sardarian AR, Kazemnejadi M, Esmaeilpour M (2021) Appl Organomet Chem 35:e6051

    Article  CAS  Google Scholar 

  11. Alelaiwi SH, McKee JR (2021) ACS Omega 6:6009–6016

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  12. Zhao X, She Y, Fang K, Li G (2017) J Org Chem 82:1024–1033

    Article  CAS  PubMed  Google Scholar 

  13. Fathima JB, Pugazhendhi A, Oves M, Venis R (2018) J Mol Liq 260:1–8

    Article  CAS  Google Scholar 

  14. Hemmati S, Naderi A, Ghadermazi M, Veisi H (2018) C R Chim 21:659–668

    Article  CAS  Google Scholar 

  15. Akhavan E, Hemmati S, Hekmati M, Veisi H (2018) New J Chem 42:2782–2789

    Article  CAS  Google Scholar 

  16. Veisi H, Metghalchi Y, Hekmati M, Samadzadeh S (2017) Appl Organomet Chem 31:e3676

    Article  Google Scholar 

  17. Bodhak C, Kundu A, Pramanik A (2015) Tetrahedron Lett 56:419–424

    Article  CAS  Google Scholar 

  18. Bukowska A, Bukowski W, Bester K, Hus K (2017) Appl Organome Chem 31:e3847

    Article  Google Scholar 

  19. Nasrollahzadeh M, Sajjadi M, Shokouhimehr M, Varma RS (2019) Coord Chem Rev 397:54–75

    Article  CAS  Google Scholar 

  20. Yang Z, Wan Y, Xiong G, Li D, Li Q, Ma C, Guo R, Luo H (2015) Mater Res Bull 61:292–297

    Article  CAS  Google Scholar 

  21. Seetha Rama Raju V (2017) Mater Sci Eng B 224:88–92

    Article  CAS  Google Scholar 

  22. Shu R, Zhang G, Zhang J, Wang X, Wang M, Gan Y, Shi J, He J (2018) Maters Lett 215:229–232

    Article  CAS  Google Scholar 

  23. Wang G, Ding Z, Meng L, Yan G, Chen Z, Hu J (2020) Appl Organomet Chem 34:e5907

    CAS  Google Scholar 

  24. Singh AS, Shendage SS, Nagarkar JM (2013) Tetrahedron Lett 54:6319–6323

    Article  CAS  Google Scholar 

  25. Wen Y, Wei H, Bin W, Fan J, Gao Z, Yin L (2012) Mat Sci Eng B 177:619–624

    Article  CAS  Google Scholar 

  26. Sharma S, Kumar D, Kumar S, Goyat MS, Mandal P (2018) Mater Chem Phys 212:292–297

    Article  CAS  Google Scholar 

  27. Ghasemzadeh MA, Abdollahi BMH, Babaei M (2015) Green Chem Lett Rev 8:40

    Article  Google Scholar 

  28. Pazoki F, Mehraban JA, Shamsayei M, Bakhshi B, Esfandiarpour R, Miraki MK, Heydari A (2019) ChemistrySelect 4:2568–2575

    Article  CAS  Google Scholar 

  29. Heidari P, Cheraghali R, Veisi H (2016) Appl Organomet Chem 30:991–997

    Article  CAS  Google Scholar 

  30. Zhang Y, Lili YU, Yang Y, Jia N (2013) Journal of Shanghai Normal University 42:37–43

    Google Scholar 

  31. Jiang L, Dong C, Jin B, Wen Z, Jiang Q (2019) J Electroanal Chem 851:113442

    Article  CAS  Google Scholar 

  32. Kumar P, Mathpal MC, Swart HC (2018) J Alloy Compound 747:530–542

    Article  CAS  Google Scholar 

  33. Guo R, Zhang X, Hu Z-N, Li H, Gao J, Wang J, Liang Q, Li X, Niu D, Sun H-B (2021) Chem Eng J 425:131417

    Article  CAS  Google Scholar 

  34. Ding Z, Nie N, Chen T, Meng L, Wang G, Chen Z, Hu J (2021) Tetrahedron Lett 79:131826

    Article  CAS  Google Scholar 

  35. Niakan M, Asadi Z, Zare S (2020) ChemistrySelect 5:40–48

    Article  CAS  Google Scholar 

  36. Huang C, Ye W, Liu Q, Qiu X (2014) ACS Appl Mater Inter 6:14469–14476

    Article  CAS  Google Scholar 

  37. Kamal T, Asiri AM, Ali N (2021) Spectrochim Acta A 261:120019

    Article  CAS  Google Scholar 

  38. Islam MT, Rosales J, Saenz-Arana R, Arrieta R, Kim H, Sultana KA, Lin Y, Villagran D, Noveron JC (2019) New J Chem 43:10045–10055

    Article  CAS  Google Scholar 

  39. Nagarajan D, Venkatanarasimhan S (2019) Environ Sci Pollut R 26:22958–22970

    Article  CAS  Google Scholar 

  40. Zhao S, Li Q, Li F, Liang Z (2017) J Sol-Gel Sci Techn 81:544–555

    Article  CAS  Google Scholar 

  41. Sardarian AR, Eslahi H, Esmaeilpour M (2018) ChemistrySelect 3:1499–1511

    Article  CAS  Google Scholar 

  42. Zhou L, Yin M, Jiang X, Huang Q, Lang W (2016) New J Chem 40:1454–1459

    Article  CAS  Google Scholar 

  43. Sharghi H, Aberi M, Shiri P (2017) Appl Organomet Chem 31:e3761

    Article  Google Scholar 

  44. Kantam ML, Roy M, Roy S, Sreedhar B, De Lal R (2008) Catal Commun 9:2226–2230

    Article  CAS  Google Scholar 

  45. Ge X, Chen X, Qian C, Zhou S (2016) RSC Adv 6:58898–58906

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the Fundamental Research Funds for the Central Universities (N2005004, N180705004), and Fujian Province University Key Laboratory of Green Energy and Environment Catalysis, Ningde Normal University.

Author information

Authors and Affiliations

  1. Center for Molecular Science and Engineering, College of Sciences, Northeastern University, Shenyang, 110819, People’s Republic of China

    Ruike Zhang, Tian Chen, Gongshu Wang, Yuqiu Guan, Zhangpei Chen & Jianshe Hu

  2. Fujian Province University Key Laboratory of Green Energy and Environment Catalysis, Fujian Provincial Key Laboratory of Featured Biochemical and Chemical Materials, Ningde Normal University, Ningde, Fujian, 352100, People’s Republic of China

    Ruike Zhang & Guiyang Yan

Authors
  1. Ruike Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Tian Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Gongshu Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Yuqiu Guan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Guiyang Yan
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Zhangpei Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Jianshe Hu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Guiyang Yan or Zhangpei Chen.

Ethics declarations

Conflict to interest

The authors declare that they have no conflict to interest.

Additional information

Publisher's Note

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

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 4681 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, R., Chen, T., Wang, G. et al. Magnetic Recyclable Cu/ZnFe2O4 for Catalytic Reduction of Nitroarenes and C-N Bond Formation Reactions. Catal Lett 152, 3506–3516 (2022). https://doi.org/10.1007/s10562-021-03906-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-021-03906-z

Keywords

Search

Navigation