Catalysis Letters

, Volume 149, Issue 1, pp 169–179 | Cite as

Journey on Greener Pathways via Synthesis of Pd/KB Polymeric Nanocomposite as a Recoverable Catalyst for the Ligand-Free Oxidative Hydroxylation of Phenylboronic Acid and Suzuki–Miyaura Coupling Reaction in Green Solvents

  • Bahareh Feizi Mohazzab
  • Babak Jaleh
  • Mahmoud NasrollahzadehEmail author
  • Zahra Issaabadi


This paper reports a new and straightforward technique for the preparation of catalytically active palladium nanoparticle (Pd NPs) supported on the polymer surface derived from virgin polythene (Kaldnes Bio media filter) (Pd/KB nanocomposite). The morphology, structure and composition of Pd/KB nanocomposite were characterized by SEM, TEM, XRD, EDX and UV–Vis spectroscopy. The as-prepared catalyst presented excellent catalytic activity for the ligand-free oxidative hydroxylation of phenylboronic acid and Suzuki–Miyaura coupling reaction in water and ethanol as green solvents. In addition, the catalyst could be easily separated from the reaction mixture and reused four times with no loss of activity. The advantages of this eco-friendly protocol are using the cheap, clean, and nontoxic precursors, simple reaction setup, high yield of products and elimination of ligand and homogeneous catalysts.

Graphical Abstract


Pd/KB nanocomposite Kaldnes Bio media filter Recoverable catalyst Hydroxylation Suzuki–Miyaura 



We gratefully acknowledge from the Iranian Nano Council, Bu-Ali Sina University and University of Qom for the support of this work.


  1. 1.
    Zahed B, Hosseini-Monfared H (2015) Appl Surf Sci 328:536–547CrossRefGoogle Scholar
  2. 2.
    Khade G, Suwarnkar M, Gavade N, Garadkar K (2015) J Mater Sci Mater Electron 26:3309–3315CrossRefGoogle Scholar
  3. 3.
    Fekri LZ, Nikpassand M, Pour KH (2015) Curr Org Synth 12:76–79CrossRefGoogle Scholar
  4. 4.
    Lin S, Cheng Y, Bobcombe Y, Jones KL, Liu J, Wiesner MR (2011) Environ Sci Technol 45(12):5209–5215CrossRefGoogle Scholar
  5. 5.
    Signori AM, Santos KO, Eising R, Albuquerque BL (2010) Langmuir 26(22):17772–17779CrossRefGoogle Scholar
  6. 6.
    Lei CX, Hu SQ, Shen GL, Yu RQ (2003) Talanta 59:981–988CrossRefGoogle Scholar
  7. 7.
    Vigneshwaran N, Nachane RP, Balasubramanya RH, Varadarajan PV (2006) Carbohydr Res 341:2012–2018CrossRefGoogle Scholar
  8. 8.
    Liuyun J, Yubao L, Li Z, Jianguo L (2008) J Mater Sci Mater Med 19:981–987CrossRefGoogle Scholar
  9. 9.
    Nasrollahzadeh M, Issaabadi Z, Tohidi MM, Sajadi SM (2017) Chem Rec 17:1–66CrossRefGoogle Scholar
  10. 10.
    Karimi B, Mansouri F, Mirzaei HM (2015) ChemCatChem 7:1736–1789CrossRefGoogle Scholar
  11. 11.
    Capdeville R, Buchdunger E, Zimmermann J, Matter A (2002) Nat Rev Drug Discov 1:493–502CrossRefGoogle Scholar
  12. 12.
    Lightowler S, Hird M (2005) Chem Mater 17:5538–5549CrossRefGoogle Scholar
  13. 13.
    Tomori H, Fox JM, Buchwald SL (2000) J Org Chem 65:5334–5341CrossRefGoogle Scholar
  14. 14.
    Moussa S, Siamaki AR, Gupton BF, Shall MSE (2012) ACS Catal 2:145–154CrossRefGoogle Scholar
  15. 15.
    Nie R, Shi J, Du W, Hou Z (2014) Appl Catal A Gen 473:1–6CrossRefGoogle Scholar
  16. 16.
    Sharma J, Akhtar M, Ameen S, Srivastava P, Singh G (2015) J Alloys Compd 632:321–325CrossRefGoogle Scholar
  17. 17.
    Fakhri P, Jaleh B, Nasrollahzadeh M, J Mol Catal A Chem 383–384 (2014) 17–22Google Scholar
  18. 18.
    Baran T, Sargın I, Menteş A, Kaya M (2016) Appl Cat A Gen 523:12–20CrossRefGoogle Scholar
  19. 19.
    Baran T, Yılmaz Baran N, Menteş A (2018) Appl Organometal Chem 32(2):e4076CrossRefGoogle Scholar
  20. 20.
    Baran T, Yılmaz Baran N, Menteş A (2018) Appl Organometal Chem 32(2):e4075CrossRefGoogle Scholar
  21. 21.
    Baran T, Sargın I, Kaya M, Menteş A (2016) J Mol Catal A Chem 420:216–221CrossRefGoogle Scholar
  22. 22.
    Baran T, Sargın I, Kaya M, Mulerčikas P, Kazlauskaitė S, Menteş A (2018) Chem Eng J 331:102–113CrossRefGoogle Scholar
  23. 23.
    Baran T, Açıksöz E, Menteş A (2015) J Mol Catal A Chem 407:47–52CrossRefGoogle Scholar
  24. 24.
    Baran T (2018) Ultrason Sonochem 45:231–237CrossRefGoogle Scholar
  25. 25.
    Yılmaz N, Baran T, Baran A, Menteş (2017) Appl Cat A Gen 531:36–44CrossRefGoogle Scholar
  26. 26.
    Baran T, Menteş A (2017) J Mol Struct 1134:591–598CrossRefGoogle Scholar
  27. 27.
    Baran T, Yılmaz Baran N, Menteş A (2018) Int J Biol Macromol 115:249–256CrossRefGoogle Scholar
  28. 28.
    Baran T, Sargın I, Kaya M, Menteş A (2016) Carbohydr Polym 152:181–188CrossRefGoogle Scholar
  29. 29.
    Yılmaz N, Baran T, Baran A, Menteş (2018) Carbohydr Polym 181:596–604CrossRefGoogle Scholar
  30. 30.
    Baran T (2018) Carbohydr Polym 195:45–52CrossRefGoogle Scholar
  31. 31.
    Baran T, Inanan T, Menteş A (2016) Carbohydr Polym 145:20–29CrossRefGoogle Scholar
  32. 32.
    Baran T (2017) J Mol Struct 1141:535–541CrossRefGoogle Scholar
  33. 33.
    Baran T (2017) J Colloid Interface Sci 496:446–455CrossRefGoogle Scholar
  34. 34.
    Baran T, Yılmaz Baran N, Menteş A (2018) J Mol Struct 1160:154–160CrossRefGoogle Scholar
  35. 35.
    Inamoto K, Nozawa K, Yonemoto M, Kondo Y (2011) Chem Commun 47:11775–11777CrossRefGoogle Scholar
  36. 36.
    Cammidge AN, Goddard VHM, Schuber CPJ, Gopee H, Hughes DL, Lucas DG (2011) Org Lett 13:6034–6037CrossRefGoogle Scholar
  37. 37.
    Hosoi K, Kuriyama Y, Inagi S, Fuchigami T (2010) Chem Commun 46:1284–1286CrossRefGoogle Scholar
  38. 38.
    Nasrollahzadeh M, Issaabadia Z, Sajadi SM (2018) RSC Adv 8:3723–3735CrossRefGoogle Scholar
  39. 39.
    Nasrollahzadeh M, Jaleh B, Fakhri P, Zahraei A, Ghadery E (2015) RSC Adv 5(4):2785–2793CrossRefGoogle Scholar
  40. 40.
    Nasrollahzadeh M, Issaabadi Z, Khonakdar HA, Wagenknecht U (2018) Sep Purif Technol 203:185–192CrossRefGoogle Scholar
  41. 41.
    Omidvar A, Jaleh B, Nasrollahzadeh M (2017) J Colloid Interface Sci 496:44–50CrossRefGoogle Scholar
  42. 42.
    Ganeev RA, Boltaev GS, Tugushev RI, Usmanov T (2010) Appl Phys B 100:571–576CrossRefGoogle Scholar
  43. 43.
    Butler MF, Donald AM, Bras W, Mant GR, Derbyshire GE, Ryan AJ (1995) Macromolecules 28(19):6383–6393CrossRefGoogle Scholar
  44. 44.
    Pernites R, Vergara A, Yago A, Cui K, Advincula R (2011) Chem Commun 47:9810–9812CrossRefGoogle Scholar
  45. 45.
    Bragg WH, Wl Bragg BA, Proc. R. Soc. Lond. A. 88 (1913) 428–438Google Scholar
  46. 46.
    Xu J, Wang X, Shao C, Su D, Cheng G, Hu Y (2010) Org Lett 12:1964–1967CrossRefGoogle Scholar
  47. 47.
    Affrose A, Azath IA, Dhakshinamoorthy A, Pitchumani K (2014) J Mol Catal A Chem 395:500–505CrossRefGoogle Scholar
  48. 48.
    Chatterjee N, Goswami A (2015) Tetrahedron Lett 56:1524–1527CrossRefGoogle Scholar
  49. 49.
    Begum T, Gogoi A, Gogoi PK, Bora U (2015) Tetrahedron Lett 56:95–97CrossRefGoogle Scholar
  50. 50.
    Yi H, Lei A (2017) Chem Eur J 23:10023–10027CrossRefGoogle Scholar
  51. 51.
    Zou Y-Q, Chen J-R, Liu X-P, Lu L-Q, Davis RL, Jøgensen KA, Xiao W-J (2012) Angew Chem Int Ed 51:784–788CrossRefGoogle Scholar
  52. 52.
    Nasrollahzadeh M, Sajadi SM, Maham M, Kohsari I (2018) Micropor Mesopor Mater 271:128–137CrossRefGoogle Scholar
  53. 53.
    Wang L, Chai C (2009) J Mol Catal A Chem 306:97–101CrossRefGoogle Scholar
  54. 54.
    Ren LZ, Meng LJ (2008) Express Polym Lett 4:251–255CrossRefGoogle Scholar
  55. 55.
    Yu HW, Tong QS, Peng YR, Jia L, Shi JC, Jin ZL (2007) Chin Chem Lett 18:37–40CrossRefGoogle Scholar
  56. 56.
    Kim J-W, Kim J-H, Lee D-H, Lee Y-S (2006) Tetrahedron Lett 47:4745–4748CrossRefGoogle Scholar
  57. 57.
    Ubermana PM, Pérezb LA, Lacconib GI, Martín SE, J Mol Catal A Chem 363–364 (2012) 245–253Google Scholar
  58. 58.
    Firouzabadi H, Iranpoor N, Gholinejad M, Kazemi F (2011) RSC Adv 1:1013–1019CrossRefGoogle Scholar
  59. 59.
    Byun J-W, Lee Y-S (2004) Tetrahedron Lett 45:1837–1840CrossRefGoogle Scholar
  60. 60.
    Stevens PD, Li G, Fan J, Yen M, Gao Y (2005) Chem Commun 35:4435–4437CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Bahareh Feizi Mohazzab
    • 1
  • Babak Jaleh
    • 1
  • Mahmoud Nasrollahzadeh
    • 2
    Email author
  • Zahra Issaabadi
    • 2
  1. 1.Department of Physics, Faculty of ScienceBu-Ali Sina UniversityHamedanIran
  2. 2.Department of Chemistry, Faculty of ScienceUniversity of QomQomIran

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