Skip to main content
Log in

Application of structurally enhanced magnetite cored polyamidoamine dendrimer for knoevenagel condensation

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

In this paper, the synthesis of magnetic cored amino group terminated dendrimer (Fe3O4@SiO2@PAMAM-G2) through covalent bonding was described. This catalyst was characterized by FT-IR, XRD, FE-SEM, TEM, and TGA detection methods. Next, the catalytic activity of this catalyst was investigated for the Knoevenagel condensation reaction of aldehydes with malononitrile under mild and solvent-free conditions. The Fe3O4@SiO2@PAMAM-G2 could be separated from the reaction mixture by an external magnet and reused five times.

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

Similar content being viewed by others

References

  1. C.E. Song, S.G. Lee, Chem. Rev. 102, 3495 (2002)

    CAS  PubMed  Google Scholar 

  2. B. Cornils, W.A. Herrmann, J. Catal. 216, 23 (2003)

    CAS  Google Scholar 

  3. J. Govan, Y.K. Gun’ko, Nanomaterials 4, 222 (2014)

    PubMed  PubMed Central  Google Scholar 

  4. B. Maleki, M. Chahkandi, R. Tayebee, S. Kahrobaei, H. Alinezhad, S. Hemmati, Appl. Organomet. Chem. 33, e5118 (2019)

    Google Scholar 

  5. K.Y. Shin, J.Y. Hong, J. Jang, J. Hazard. Mater. 190, 36 (2011)

    CAS  PubMed  Google Scholar 

  6. L. Zhang, T. Wu, X. Xu, F. Xia, H. Na, Y. Liu, H. Qiu, W. Wang, J. Gao, J. Alloys Compd. 628, 364 (2015)

    CAS  Google Scholar 

  7. B. Maleki, H. Alinezhad, H. Atharifar, R. Tayebee, A.V. Mofrad, Org. Prep. Proced. Int. 51, 301 (2019)

    CAS  Google Scholar 

  8. B. Maleki, H. Eshghi, M. Barghamadi, N. Nasiri, A. Khojastehnezhad, S.S. Ashrafi, O. Pourshiani, Res. Chem. Intermed. 42, 3071 (2016)

    CAS  Google Scholar 

  9. B. Maleki, N. Nasiri, R. Tayebee, A. Khojastehnezhad, H.A. Akhlaghi, RSC Adv. 6, 79128 (2016)

    CAS  Google Scholar 

  10. K. Esumi, Dendrimers for nanoparticle synthesis and dispersion stabilization, in Colloid Chemistry II (Springer, Berlin, Heidelberg, 2003), pp. 31–52‏

  11. B. Maleki, S. Sheikh, RSC Adv. 5, 42997 (2015)

    CAS  Google Scholar 

  12. S. Chandra, M.D. Patel, H. Lang, D. Bahadur, J. Power Sources 280, 217 (2015)

    CAS  Google Scholar 

  13. A. Zarei, S. Saedi, F. Seidi, J. Inorg. Organometal. Polym. Mater. 28, 2835 (2018)

    CAS  Google Scholar 

  14. R. Abu-Reziq, H. Alper, D. Wang, M.L. Post, J. Am. Chem. Soc. 128, 5279 (2006)

    CAS  PubMed  Google Scholar 

  15. B. Maleki, M. Baghayeri, M. Ghanei-Motlagh, F.Z. Zonoz, A. Amiri, F. Hajizadeh, A.R. Hosseinifar, E. Esmaeilnezhad, Measurement 140, 81 (2019)

    Google Scholar 

  16. F. Adibian, A.R. Pourali, B. Maleki, M. Baghayeri, A. Amiri, Polyhedron 175, 114179 (2020)

    Google Scholar 

  17. S.H. Wang, X. Shi, M. Van Antwerp, Z. Cao, S.D. Swanson, X. Bi, J.R. Baker Jr., Adv. Funct. Mater. 17, 3043 (2007)

    CAS  Google Scholar 

  18. M. Tarahomi, H. Alinezhad, B. Maleki, Appl. Organomet. Chem. 33, e5203 (2019)

    CAS  Google Scholar 

  19. H. Alinezhad, A. Amiri, M. Tarahomi, B. Maleki, Talanta 183, 149 (2018)

    CAS  PubMed  Google Scholar 

  20. M. Baghayeri, H. Alinezhad, M. Tarahomi, M. Fayazi, M. Ghanei-Motlagh, B. Maleki, Appl. Surface Sci 478, 87 (2019)

    CAS  Google Scholar 

  21. M. Baghayeri, H. Alinezhad, M. Fayazi, M. Tarahomi, R. Ghanei-Motlagh, B. Maleki, Electrochim. Acta 312, 80 (2019)

    CAS  Google Scholar 

  22. T.I. Reddy, R.S. Varma, Tetrahedron Lett. 38, 1721 (1997)

    CAS  Google Scholar 

  23. S. Wang, Z.J. Ren, W.G. Cao, W. Tong, Synth. Commun. 31, 673 (2001)

    CAS  Google Scholar 

  24. M.B. Gawande, R.V. Jayaram, Catal. Commun. 7, 931 (2006)

    CAS  Google Scholar 

  25. S. Saravanamurugan, M. Palanichamy, M. Hartmann, V. Murugesan, Appl. Catal. A Gen. 298, 8 (2006)

    CAS  Google Scholar 

  26. F. Dong, Y.Q. Li, R.F. Dai, Chin. Chem. Lett. 18, 266 (2007)

    CAS  Google Scholar 

  27. M.M. Heravi, K. Bakhtiari, S. Taheri, H.A. Oskooie, J. Chin. Chem. Soc. 54, 1557 (2007)

    CAS  Google Scholar 

  28. R.M. Kumbhare, M. Sridhar, Catal. Commun. 9, 403 (2008)

    CAS  Google Scholar 

  29. V.R. Pullabhotla, A. Rahman, S.B. Jonnalagadda, Catal. Commun. 10, 365 (2009)

    CAS  Google Scholar 

  30. G. Postole, B. Chowdhury, B. Karmakar, K. Pinki, J. Banerji, A. Auroux, J. Catal. 269, 110 (2010)

    CAS  Google Scholar 

  31. Y. Wei, S. Zhang, S. Yin, C. Zhao, S. Luo, C. Au, Catal. Commun. 12, 1333 (2011)

    CAS  Google Scholar 

  32. A. Rostami, B. Atashkar, H. Gholami, Catal. Commun. 37, 69 (2013)

    CAS  Google Scholar 

  33. M. Opanasenko, A. Dhakshinamoorthy, M. Shamzhy, P. Nachtigall, M. Horacek, H. Garcia, J. Cejka, Catal. Sci. Technol. 3, 500 (2013)

    CAS  Google Scholar 

  34. L. Muralidhar, C.R. Girija, J. Saud. Chem. Soc. 18, 541 (2014)

    Google Scholar 

  35. F. Zamani, E. Izadi, Chin. J. Catal. 35, 21 (2014)

    CAS  Google Scholar 

  36. Y. Zhang, T. Dai, F. Zhang, J. Zhang, G. Chu, C. Quan, Chin. J. Catal. 37, 2106 (2016)

    CAS  Google Scholar 

  37. J.B.M. de Resende Filho, G.P. Pires, J.M.G. de Oliveira Ferreira, E.E.S. Teotonio, J.A. Vale, Catal. Lett. 147, 167 (2017)

    Google Scholar 

  38. Z. Miao, F. Yang, Y. Luan, X. Shu, D. Ramella, J. Solid, State Chem. 256, 27 (2017)

    CAS  Google Scholar 

  39. M. Gilanizadeh, B. Zeynizadeh, New J. Chem. 42, 8553 (2018)

    CAS  Google Scholar 

  40. G. Li, J. Xiao, W. Zhang, Green Chem. 13, 1828 (2011)

    CAS  Google Scholar 

  41. B. Maleki, O. Reiser, E. Esmaeilnezhad, H.J. Choi, Polyhedron 162, 129 (2019)

    CAS  Google Scholar 

  42. H. Alinezhad, M. Tarahomi, B. Maleki, A. Amiri, Appl. Organomet. Chem. 33, 4661 (2019)

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Behrooz Maleki.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Hajizadeh, F., Maleki, B., Zonoz, F.M. et al. Application of structurally enhanced magnetite cored polyamidoamine dendrimer for knoevenagel condensation. J IRAN CHEM SOC 18, 793–804 (2021). https://doi.org/10.1007/s13738-020-02071-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-020-02071-1

Keywords

Navigation