Skip to main content
SpringerLink
Log in

Green Synthesis of Pd Nanoparticles Mediated by Thymbra Spicata Leaves Extract and Its Application as a Recyclable Nanocatalyst for Reduction of 4-Nitrophenol and Suzuki Reactions

  • Published:
Journal of Inorganic and Organometallic Polymers and Materials Aims and scope Submit manuscript

Abstract

A simple and ecological pathway for the procurement of palladium nanoparticles (Pd NPs) was developed, applying the non-toxic and sustainable natural extract from Thymbra spicata leaves as the reducing, stabilizing and capping agent. UV–vis spectroscopy, X-ray diffraction, Fourier transformed infrared spectroscopy, field emission scanning electron microscopy, transmission electron microscopy and energy dispersive X-ray spectroscopy, were utilized to classify the synthesized Pd NPs@Thymbra spicata catalyst. The Pd NPs@Thymbra spicata demonstrated excellent behavior as a reusable nanocatalyst in Suzuki–Miyaura cross-coupling reactions and reduction of 4-nitrophenol at room temperature. The nanocatalyst was reused in numerous runs with excellent product yields and without any significant deduction in catalytic behavior.

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Scheme 1
Fig. 9
Fig. 10
Fig. 11

Similar content being viewed by others

References

  1. S. Iravani, Green Chem. 13, 2638 (2011)

    Article  CAS  Google Scholar 

  2. H. Zhu, M.L. Du, M. Zou, C. Xu, Y.Q. Fu, Dalton Trans. 41, 10465 (2012)

    Article  CAS  Google Scholar 

  3. P. Raveendran, J. Fu, S.L. Wallen, J. Am. Chem. Soc. 125, 13940 (2003)

    Article  CAS  Google Scholar 

  4. S.B. Kalidindi, B.R. Jagirdar, ChemSusChem 5, 65 (2012)

    Article  CAS  Google Scholar 

  5. R.S. Varma, Curr. Opin. Chem. Eng 1, 123 (2012)

    Article  CAS  Google Scholar 

  6. B. Nakhjavan, M.N. Tahir, F. Natalio, H. Gao, K. Schneider, T. Schladt, I. Ament, R. Branscheid, S. Weber, U. Kolb, C. Sönnichsen, L.M. Schreiber, W. Tremel, J. Mater. Chem 21, 8605 (2011)

    Article  CAS  Google Scholar 

  7. M.N. Tahir, F. Natalio, M.A. Cambaz, M. Panthöfer, R. Branscheid, U. Kolb, W. Tremel, Nanoscale 5, 9944 (2013)

    Article  CAS  Google Scholar 

  8. J.R. Peralta-Videa, L. Zhao, M.L. Lopez-Moreno, G. Rosa, J. Hong, J.L. Gardea-Torresdey, J. Hazard. Mater. 186, 1 (2011)

    Article  CAS  Google Scholar 

  9. K. Byrappa, S. Ohara, T. Adschiri, Adv. Drug Deliv. Rev. 60, 299 (2008)

    Article  CAS  Google Scholar 

  10. J.M. Campelo, D. Luna, R. Luque, J.M. Marinas, A.A. Romero, ChemSusChem. 2, 18 (2009)

    Article  CAS  Google Scholar 

  11. S.V. Otari, R.M. Patil, S.R. Waghmare, J. Ghosha, SH. Pawar, Dalton Trans. 42, 9966 (2013)

    Article  CAS  Google Scholar 

  12. T. Hennebel, S.D. Corte, W. Verstraete, N. Boon, Curr. Opin. Biotechnol. 23, 555 (2012)

    Article  CAS  Google Scholar 

  13. M.N. Tahir, F. Natalio, H.A. Therese, A. Yella, N. Mets, M.R. Shah, E. Mugnaioli, R. Berger, P. Theato, H.C. Schroeder, W.E.G. Mueller, W. Tremel, Adv. Funct. Mater. 19, 285 (2009)

    Article  CAS  Google Scholar 

  14. M.N. Tahir, P. Théato, W.E.G. Müller, H.C. Schröder, A. Boreijko, S. Faiß, A. Janshoff, J. Huth, W. Tremel, Chem. Commun. 44 5533 (2005)

    Article  Google Scholar 

  15. M.S. Akhtar, J. Panwar, Y.S. Yun, ACS Sustain. Chem. Eng 1, 591 (2013)

    Article  CAS  Google Scholar 

  16. A.K. Mittal, Y. Chisti, U.C. Banerjee, Biotechnol. Adv. 31, 346 (2013)

    Article  CAS  Google Scholar 

  17. H. Veisi, S. Hemmati, H. Shirvani, H. Veisi, Appl. Organomet. Chem. 30, 387 (2016)

    Article  CAS  Google Scholar 

  18. P.P. Gan, S.F.Y. Li, Rev. Environ. Sci. Biotechnol. 11, 169 (2012)

    Article  CAS  Google Scholar 

  19. F. Coccia, L. Tonucci, D. Bosco, M. Bressan, N. d’Alessandro, Green Chem. 14, 1073 (2012)

    Article  CAS  Google Scholar 

  20. F. Cheng, J.W. Betts, S.M. Kelly, J. Schaller, T. Heinze, Green Chem. 15, 989 (2013)

    Article  CAS  Google Scholar 

  21. K.M. Kumar, B.K. Mandal, S.K. Tammina, RSC Adv. 3, 4033 (2013)

    Article  CAS  Google Scholar 

  22. G. Zhang, M. Du, Q. Li, X. Li, J. Huang, X. Jiang, D. Sun, RSC Adv. 3, 1878 (2013)

    Article  CAS  Google Scholar 

  23. H.J. Lee, J.Y. Song, B.S. Kim, J. Chem. Technol. Biotechnol. 88, 1971 (2013)

    CAS  Google Scholar 

  24. P. Dauthal, M. Mukhopadhyay, Ind. Eng. Chem. Res. 51, 13014 (2012)

    Article  CAS  Google Scholar 

  25. Z. Shen, G. Han, X. Wang, J. Luo, R. Sun, J. Mater. Chem. B 5, 1155 (2017)

    Article  CAS  Google Scholar 

  26. G. Han, X. Li, J. Li, X. Wang, Y.S. Zhang, R. Sun, ACS Omega 2, 4938 (2017)

    Article  CAS  Google Scholar 

  27. Z. Shen, G. Han, C. Liu, X. Wang, R. Sun, J. Alloys Compd. 686, 82 (2016)

    Article  CAS  Google Scholar 

  28. K.D. Arunachalam, S.K. Annamalai, S. Hari, Int. J. Nanomed. 8, 1307 (2013)

    Article  Google Scholar 

  29. F. Zaera, Chem. Soc. Rev. 42, 2746 (2013)

    Article  CAS  Google Scholar 

  30. G.C. Fortman, S.P. Nolan, Chem. Soc. Rev. 40, 5151 (2011)

    Article  CAS  Google Scholar 

  31. A.J. Hickman, M.S. Sanford, Nature 484, 177 (2012)

    Article  CAS  Google Scholar 

  32. R. Ghorbani-Vaghei, S. Hemmati, M. Hashemi, H. Veisi, C. R. Chimie 18, 636 (2015)

    Article  CAS  Google Scholar 

  33. M. Pirhayati, H. Veisi, A. Kakanejadifard, RSC Adv. 6, 27252 (2016)

    Article  CAS  Google Scholar 

  34. B. Abbas Khakiani, K. Pourshamsian, H. Veisi, Appl. Organomet. Chem. 29, 259 (2015)

    Article  CAS  Google Scholar 

  35. M. Zhu, Y. Wang, C. Wang, W. Li, G. Diao, Catal. Sci. Technol. 3, 952 (2013)

    Article  CAS  Google Scholar 

  36. Y. Lu, H. Zhu, W. Li, B. Hu, S. Yu, J. Mater. Chem. A 1, 3783 (2013)

    Article  CAS  Google Scholar 

  37. S. Santra, P. Ranjan, P. Bera, P. Ghosh, S. K. Mandal, RSC Adv. 2, 7523 (2012)

    Article  CAS  Google Scholar 

  38. S. Deng, J. Lei, Y. Huang, X. Yao, L. Ding, H. Ju, Chem. Commun. 48, 9159 (2012)

    Article  CAS  Google Scholar 

  39. H. Itoh, H. Maeda, S. Yamada, Y. Hori, ChemCatChem 4, 1737 (2012)

    Article  CAS  Google Scholar 

  40. S. Cacchi, E. Caponetti, M.A. Casadei, A.D. Giulio, G. Fabrizi, G. Forte, A. Goggiamani, S. Moreno, P. Paolicelli, F. Petrucci, A. Prastaro, M.L. Saladino, Green Chem. 14, 317 (2012)

    Article  CAS  Google Scholar 

  41. H. Veisi, R. Masti, D. Kordestani, M. Safaei, O. Sahin, J. Mol. Catal. A 385, 61 (2014)

    Article  CAS  Google Scholar 

  42. M.P. Lorenzo, J. Phys. Chem. Lett. 3, 167 (2012)

    Article  Google Scholar 

  43. H. Veisi, M. Ghadermazi, A. Naderi, Appl. Organomet. Chem. 30, 341 (2016)

    Article  CAS  Google Scholar 

  44. H. Veisi, M. Pirhayati, A. Kakanejadifard, Tetrahedron Lett. 58, 4269 (2017)

    Article  CAS  Google Scholar 

  45. J. Cookson, Platinum Met. Rev. 56, 83 (2012)

    Article  Google Scholar 

  46. L. Liang, A.K. Diallo, L. Salmon, J. Ruiz, D. Astruc, Eur. J. Inorg. Chem. 17, 2950 (2012)

    Article  Google Scholar 

  47. D.J. Gavia, Y.S. Shon, Langmuir 28, 14502 (2012)

    Article  CAS  Google Scholar 

  48. W. Zhang, X. Xiao, T. An, Z. Song, J. Fu, G. Sheng, M. Cui, J. Chem. Technol. Biotechnol. 78, 788 (2003)

    Article  CAS  Google Scholar 

  49. N. Mand, D.G. Crosby, J. Agric, Food Chem. 22, 849 (1974)

    Article  Google Scholar 

  50. Y.-T. Woo, D.Y. Lai, Aromatic Amino and Nitro-Amino Compounds and Their Halogenated Derivatives: Patty’s Toxicology (Wiley, New York, 2001)

    Google Scholar 

  51. Z.M. Wang, C.L. Xu, G.Q. Gao, X. Li, RSC Adv. 4, 13644 (2014)

    Article  CAS  Google Scholar 

  52. X.M. Chen, Z.X. Cai, X. Chen, M. Oyama, J. Mater. Chem. A 2, 5668 (2014)

    Article  CAS  Google Scholar 

  53. Z.F. Jiang, D.L. Jiang, A.M.S. Hossain, K. Qian, J.M. Xie, Z.F. Jiang, D.L. Jiang, A.M.S. Hossain, K. Qian, J.M. Xie, Phys. Chem. Chem. Phys. 17, 2550 (2015)

    Article  CAS  Google Scholar 

  54. V. Evangelista, B. Acosta, S. Miridonov, E. Smolentseva, S. Fuentes, A. Simakov, Appl. Catal. B 166–167, 518 (2015)

    Article  Google Scholar 

  55. Z.P. Dong, X. Le, C.X. Dong, W. Zhang, X.L. Li, J.T. Ma, Appl. Catal. B 162, 372 (2015)

    Article  CAS  Google Scholar 

  56. H.J.D. Dorman, S.G. Deans, J. Appl. Microbiol. 88, 308 (2000)

    Article  CAS  Google Scholar 

  57. A. Shtayeh, Z. Yaniv, J. Mahajna, J. Ethnopharmacol. 73, 221 (2000)

    Article  Google Scholar 

  58. G. Tümen, N. Ermin, T. Özek, M. Kürkçüoğlu, K.H.C. Başer, J. Essent. Oil Res. 6, 463 (1994)

    Article  Google Scholar 

  59. H. Veisi, A.R. Faraji, S. Hemmati, A. Gil, Appl. Organomet. Chem. 29, 517 (2015)

    Article  CAS  Google Scholar 

  60. H. Veisi, R. Ghorbani-Vaghei, S. Hemmati, M. Haji Aliani, T. Ozturk, Appl. Organomet. Chem 29, 26 (2015)

    Article  CAS  Google Scholar 

  61. S. Lebaschi, M. Hekmati, H. Veisi, J. Colloid. Interface Sci. 485, 223 (2017)

    Article  CAS  Google Scholar 

  62. H. Veisi, A. Rashtiani, V. Barjasteh, Appl. Organomet. Chem. 30, 231 (2016)

    Article  CAS  Google Scholar 

  63. . H. Veisi, N. Hajimoradian Nasrabadi, P. Mohammadi, Appl. Organomet. Chem. 30, 890 (2016)

    Article  CAS  Google Scholar 

  64. S.A. Aromal, V.K. Vidhu, D. Philip, Spectrochim. Acta A 85, 99 (2012)

    Article  CAS  Google Scholar 

  65. S.L. Cumberland, G.F. Strouse, Langmuir 18, 269 (2002)

    Article  CAS  Google Scholar 

  66. D.S. Sheny, J. Mathew, D. Philip, Spectrochim. Acta A 79, 254 (2011)

    Article  CAS  Google Scholar 

  67. D. Philip, C. Unni, Physica E 43, 1318 (2011)

    Article  CAS  Google Scholar 

  68. H. Kostova, S.C. Joe, J. Pinzaru, Optoelectron. Biomed. Mater. 1, 188 (2009)

    Google Scholar 

  69. H. Veisi, A. Khazaei, M. Safaei, D. Kordestani, J. Mol. Catal. A 382, 106 (2014)

    Article  CAS  Google Scholar 

  70. F. Bonyasi, M. Hekmati, H. Veisi, J. Colloid. Interface Sci. 496, 177 (2017)

    Article  CAS  Google Scholar 

  71. H. Veisi, A. Sedrpoushan, B. Maleki, M. Hekmati, M. Heidari, S. Hemmati, Appl. Organomet. Chem. 29, 834 (2015)

    Article  CAS  Google Scholar 

  72. H. Veisi, M. Hekmati, S. Hemmati, J. Heterocyclic. Chem 54, 1630 (2017)

    Article  CAS  Google Scholar 

  73. M. Hajighorbani, M. Hekmati, RSC Adv. 6, 88916 (2016)

    Article  CAS  Google Scholar 

  74. F. Heidari, M. Hekmati, H. Veisi, J. Colloid Interface Sci. 501, 175 (2017)

    Article  CAS  Google Scholar 

  75. M.H. Rashid, T.K. Mandal, J. Phys. Chem. C 111, 16750 (2007)

    Article  CAS  Google Scholar 

  76. N. Sahiner, H. Ozay, O. Ozay, N. Aktas, Appl. Catal. A 385, 201 (2010)

    Article  CAS  Google Scholar 

  77. N. Sahiner, H. Ozay, O. Ozay, N. Aktas, Appl. Catal. B 101, 137 (2010)

    Article  CAS  Google Scholar 

  78. N. Sahiner, O. Ozay, Curr. Nanosci. 8, 367 (2012)

    Article  CAS  Google Scholar 

  79. F.R. Fortea-Pérez, I. Schlegel, M. Julve, D. Armentano, G. De Munno, S.E. Stiriba, J. Organomet. Chem. 743, 102 (2013)

    Article  Google Scholar 

  80. Q.X. Liu, W. Zhang, X.J. Zhao, Z.X. Zhao, M.C. Shi, X.G. Wang, Eur. J. Org. Chem. 2013, 1253 (2013)

    Article  CAS  Google Scholar 

  81. M. Ghiaci, M. Zargani, F. Moeinpour, A. khojastehnezhad, Appl. Organomet. Chem. 28, 589 (2014)

    Article  CAS  Google Scholar 

  82. V.I. de Paula, C.A. Sato, R. Buffon, J. Braz. Chem. Soc. 23, 258 (2012)

    Google Scholar 

  83. S.M. Shakil Hussain, M.B. Ibrahim, A. Fazal, R. Suleiman, M. Fettouhi, B. El Ali, Polyhedron 70, 39 (2014)

    Article  CAS  Google Scholar 

  84. S. Sobhani, M.S. Ghasemzadeh, M. Honarmand, F. Zarifi, RSC Adv. 4, 44166 (2014)

    Article  CAS  Google Scholar 

  85. S. Sobhani, F. Zarifi, Chin. J. Catal. 36 555 (2015)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

We are thankful to Department of Pharmaceutical Chemistry, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran, Iran, for partial support of this work.

Author information

Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, Faculty of Pharmaceutical Chemistry, Pharmaceutical Sciences Branch, Islamic Azad University, (IAUPS), Tehran, Iran

    Sepideh Tanreh, Sara Hallajian, Yasaman Pourdakheli Hamedani, Pooneh Nazari, Kiana Darvishi & Malak Hekmati

  2. Young Researchers & elite Club, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran, Iran

    Sara Hallajian & Malak Hekmati

Authors
  1. Sepideh Tanreh
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sara Hallajian
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yasaman Pourdakheli Hamedani
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Pooneh Nazari
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Kiana Darvishi
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Malak Hekmati
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Malak Hekmati.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tanreh, S., Hallajian, S., Hamedani, Y.P. et al. Green Synthesis of Pd Nanoparticles Mediated by Thymbra Spicata Leaves Extract and Its Application as a Recyclable Nanocatalyst for Reduction of 4-Nitrophenol and Suzuki Reactions. J Inorg Organomet Polym 28, 1001–1010 (2018). https://doi.org/10.1007/s10904-017-0775-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10904-017-0775-6

Keywords

Search

Navigation