Skip to main content
SpringerLink
Log in

Magnetic starch as green supports for cobalt nanoparticles: efficient, eco-friendly, and economical catalyst for Mizoroki–Heck and Suzuki–Miyaura reactions

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

In recent decades, the design of catalysts with features such as being readily recoverable from the reaction mixture, cost-effectiveness, efficiency, eco-friendly, and non-toxic is critical. Therefore, in this study, magnetic starch from apple seeds is suggested as a perfect substrate material with unique properties satisfying our need to minimize undesirable impacts on the environment. The magnetic starch acts as green support for cobalt nanoparticles to prepare Fe3O4@starch-Co(II) as an efficient heterogeneous catalyst in Mizoroki–Heck and Suzuki–Miyaura reactions. The fabricated catalyst was identified with several analysis techniques such as FT-IR, XRD, EDS, BET, TGA, FE-SEM, TEM, AAS, and elemental mapping. The catalyst performance reveals that it can be used as a promising replacement for palladium-based catalysts in the Mizoroki–Heck and Suzuki–Miyaura reactions. Because of the toxic nature of Pd-based materials, this catalyst can reduce the danger of using these catalysts. Also, due to the magnetic properties of the fabricated catalyst, the catalyst quickly separated from the reaction medium, and it is reusable for five runs without significant change in catalytic activity.

Graphical abstract

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

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Scheme 2
Scheme 3
Fig. 8
Fig. 9
Fig. 10

Similar content being viewed by others

Availability of data and materials

My manuscript has data included as electronic supplementary material.

Code availability

Not applicable.

Abbreviations

AAS:

Atomic absorbtion spectroscopy

BET:

Brunauer–Emmett–Teller analysis

BJH:

Barrett–Joyner–Halenda analysis

EDS:

Energy-dispersive spectroscopy

FT-IR:

Fourier-transform infrared spectroscopy

FE-SEM:

Field emission-scanning electron microscope

GC:

Gas chromatography

TEM:

Transmission electron microscopy

TGA:

Thermogravimetric analysis

XRD:

X-ray diffraction analysis

MCRs:

Multi-component reactions

TLC:

Thin‐layer chromatography

References

  1. A. Marandi, E. Nasiri, N. Koukabi, F. Seidi, Int. J. Biol. Macromol. 190, 61 (2021)

    Article  CAS  PubMed  Google Scholar 

  2. D. Khorsandi, A. Zarepour, I. Rezazadeh, M. Ghomi, R. Ghanbari, A. Zarrabi, F. T. Esfahani, N. Mojahed, M. Baghayeri, E. N. Zare, P. Makvandi (2022) Ionic liquid‐based materials for electrochemical biosensing. Clin. Transl. Discov. 2, e127 (2022).

  3. R. Ghanbari, D. Khorsandi, A. Zarepour, M. Ghomi, A. Fahimipour, Z. Tavakkoliamol, and A. Zarrabi, Mater. Chem. Horizons (2022).

  4. H. Mahdavi and R. Ghanbari, J. Ind. Eng. Chem. 113, 132 (2022).

  5. T. Baran, N. Yılmaz Baran, A. Menteş, Appl. Organomet. Chem. 32, 4076 (2018)

    Google Scholar 

  6. S.M.S. Arabi, J. Alicata, D. Hanigan, S.R. Hiibel, Int. J. Greenh. Gas Control 111, 103472 (2021)

    Article  CAS  Google Scholar 

  7. B. Rajarathinam, K. Kumaravel, G. Vasuki, RSC Adv. 6, 73848 (2016)

    Article  CAS  Google Scholar 

  8. A. Marandi, N. Koukabi, M.A. Zolfigol, Res. Chem. Intermed. 47, 3145 (2021)

    Article  CAS  Google Scholar 

  9. A. Marandi, E. Kolvari, M. Gilandoust, M.A. Zolfigol, Diam. Relat. Mater. 124, 108908 (2022)

    Article  CAS  Google Scholar 

  10. P. Verma, S. Pal, S. Chauhan, A. Mishra, I. Sinha, S. Singh, V. Srivastava, J. Mol. Struct. 1203, 127410 (2020)

    Article  CAS  Google Scholar 

  11. S. Sabaqian, F. Nemati, H.T. Nahzomi, M.M. Heravi, Carbohydr. Polym. 177, 165 (2017)

    Article  CAS  PubMed  Google Scholar 

  12. N. Shafiei, M. Nasrollahzadeh, T. Baran, N.Y. Baran, M. Shokouhimehr, Carbohydr. Polym. 262, 117920 (2021)

    Article  CAS  PubMed  Google Scholar 

  13. S. Zolfagharinia, N. Koukabi, E. Kolvari, RSC Adv. 6, 113844 (2016)

    Article  CAS  Google Scholar 

  14. E. Kolvari, S. Zolfagharinia, RSC Adv. 6, 93963 (2016)

    Article  CAS  Google Scholar 

  15. M.A. Khalilzadeh, S.Y. Kim, H.W. Jang, R. Luque, R.S. Varma, R.A. Venditti, M. Shokouhimehr, Mater. Today Chem. 24, 100869 (2022)

    Article  CAS  Google Scholar 

  16. M. Arghan, N. Koukabi, E. Kolvari, Appl. Organomet. Chem. 33, e5075 (2019)

    Article  Google Scholar 

  17. D. Yang, L. Yu, H. Chen, Y. Yu, Y. Xu, J. Sun, Y. Wang, Polym. Bull. 74, 5231 (2017)

    Article  CAS  Google Scholar 

  18. A. Min Tong, W. Ya Lu, J. He Xu, G. Qiang Lin, Bioorg. Med. Chem. Lett. 14, 2095 (2004)

    Article  PubMed  Google Scholar 

  19. M. Manzoor, J. Singh, A. Gani, LWT 151, 112138 (2021)

    Article  CAS  Google Scholar 

  20. T. Baran, J. Colloid Interface Sci. 496, 446 (2017)

    Article  CAS  PubMed  Google Scholar 

  21. A. Shaabani, A. Rahmati, Z. Badri, Catal. Commun. 9, 13 (2008)

    Article  CAS  Google Scholar 

  22. H. Elkhenany, M. Abd Elkodous, N.I. Ghoneim, T.A. Ahmed, S.M. Ahmed, I.K. Mohamed, N. El-Badri, Int. J. Biol. Macromol. 143, 763 (2020)

    Article  CAS  PubMed  Google Scholar 

  23. A. Marandi, N. Koukabi, Colloids Surfaces A Physicochem. Eng. Asp. 621, 126597 (2021)

    Article  CAS  Google Scholar 

  24. F. Chen, M. Huang, Y. Li, Ind. Eng. Chem. Res. 53, 8339 (2014)

    Article  CAS  Google Scholar 

  25. T. Baran, A. Menteş, J. Organomet. Chem. 803, 30 (2016)

    Article  CAS  Google Scholar 

  26. H.D. Güzel, M. Çalışkan, T. Baran, J. Phys. Chem. Solids 167, 110777 (2022)

    Article  Google Scholar 

  27. K. Hong, M. Sajjadi, J.M. Suh, K. Zhang, M. Nasrollahzadeh, H.W. Jang, R.S. Varma, M. Shokouhimehr, A.C.S. Appl, Nano Mater. 3, 2070 (2020)

    CAS  Google Scholar 

  28. N. Khadir, G. Tavakoli, A. Assoud, M. Bagherzadeh, D.M. Boghaei, Inorganica Chim. Acta 440, 107 (2016)

    Article  CAS  Google Scholar 

  29. T. Baran, I. Sargin, M. Kaya, A. Menteş, J. Mol. Catal. A Chem. 420, 216 (2016)

    Article  CAS  Google Scholar 

  30. M. Nasrollahzadeh, R. Bakhshali-Dehkordi, T.A. Kamali, Y. Orooji, M. Shokouhimehr, J. Mol. Struct. 1244, 130873 (2021)

    Article  CAS  Google Scholar 

  31. K.-H. Choi, M. Shokouhimehr, Y.-E. Sung, Bull. Korean Chem. Soc. 34, 1477 (2013)

    Article  CAS  Google Scholar 

  32. Y. Wang, C. Lu, G. Yang, Z. Chen, J. Nie, React. Funct. Polym. 110, 38 (2017)

    Article  CAS  Google Scholar 

  33. T. Baran, Int. J. Biol. Macromol. 127, 232 (2019)

    Article  CAS  PubMed  Google Scholar 

  34. A. Ahadi, S. Rostamnia, P. Panahi, L.D. Wilson, Q. Kong, Z. An, M. Shokouhimehr, Catal. 9, 140 (2019)

    Article  Google Scholar 

  35. T. Baran, A. Menteş, J. Mol. Struct. 1122, 111 (2016)

    Article  CAS  Google Scholar 

  36. T. Baran, İ Sargın, M. Kaya, P. Mulerčikas, S. Kazlauskaitė, A. Menteş, Chem. Eng. J. 331, 102 (2018)

    Article  CAS  Google Scholar 

  37. M. Shokouhimehr, J.-H. Kim, Y.-S. Lee, Synlett 2006, 0618 (2006)

    Google Scholar 

  38. R.J. Kalbasi, F. Zamani, RSC Adv. 4, 7444 (2014)

    Article  CAS  Google Scholar 

  39. A.R. Hajipour, F. Rezaei, Z. Khorsandi, Green Chem. 19, 1353 (2017)

    Article  CAS  Google Scholar 

  40. A.R. Hajipour, Z. Khorsandi, Appl. Organomet. Chem. 34, e5398 (2020)

    Article  CAS  Google Scholar 

  41. M. Arghan, N. Koukabi, E. Kolvari, Appl. Organomet. Chem. 32, e4346 (2018)

    Article  Google Scholar 

  42. A.R. Hajipour, Z. Khorsandi, H. Karimi, Appl. Organomet. Chem. 29, 805 (2015)

    Article  CAS  Google Scholar 

  43. Z. Zhu, J. Ma, L. Xu, L. Xu, H. Li, H. Li, ACS Catal. 2, 2119 (2012)

    Article  CAS  Google Scholar 

  44. M. Arghan, N. Koukabi, E. Kolvari, Appl. Organomet. Chem. 33, e4823 (2019)

    Article  Google Scholar 

  45. W. Affo, H. Ohmiya, T. Fujioka, Y. Ikeda, T. Nakamura, H. Yorimitsu, K. Oshima, Y. Imamura, T. Mizuta, K. Miyoshi, J. Am. Chem. Soc. 128, 8068 (2006)

    Article  CAS  PubMed  Google Scholar 

  46. A.R. Hajipour, Z. Khorsandi, Catal. Commun. 77, 1 (2016)

    Article  CAS  Google Scholar 

  47. A.R. Hajipour, G. Azizi, Green Chem. 15, 1030 (2013)

    Article  CAS  Google Scholar 

  48. H. Qi, W. Zhang, X. Wang, H. Li, J. Chen, K. Peng, M. Shao, Catal. Commun. 10, 1178 (2009)

    Article  CAS  Google Scholar 

  49. P. Zhou, Y. Li, P. Sun, J. Zhou, and J. Bao, Chem. Commun. 43, 1418 (2007).

  50. S. Iyer, V.V. Thakur, J. Mol. Catal. A Chem. 157, 275 (2000)

    Article  CAS  Google Scholar 

  51. A.R. Hajipour, P. Abolfathi, Catal. Letters 147, 188 (2017)

    Article  CAS  Google Scholar 

  52. K.S. Jithendra Kumara, G. Krishnamurthy, B.E. Kumara Swamy, N. Sunil-Kumar, M. Kumar, J. Porous Mater. 24, 1095 (2017)

    Article  CAS  Google Scholar 

  53. M. Çalışkan, T. Baran, Appl. Clay Sci. 219, 106433 (2022)

    Article  Google Scholar 

  54. M. Çalışkan, T. Baran, M. Nasrollahzadeh, J. Phys. Chem. Solids 152, 109968 (2021)

    Article  Google Scholar 

Download references

Acknowledgements

The authors sincerely acknowledge the Research Council of Semnan University for supporting this work.

Author information

Authors and Affiliations

  1. Department of Chemistry, Semnan University, Semnan, 35131-19111, Iran

    Nadiya Koukabi & Maryam Arghan

Authors
  1. Nadiya Koukabi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Maryam Arghan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Nadiya Koukabi.

Ethics declarations

Conflict of interests

All authors are aware of the submission and agree to its publication, and have no conflicts of 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 413 kb)

Rights and permissions

Springer Nature or its licensor 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

Koukabi, N., Arghan, M. Magnetic starch as green supports for cobalt nanoparticles: efficient, eco-friendly, and economical catalyst for Mizoroki–Heck and Suzuki–Miyaura reactions. Res Chem Intermed 48, 4553–4577 (2022). https://doi.org/10.1007/s11164-022-04818-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-022-04818-2

Keywords

Search

Navigation