Catalysis Letters

, Volume 148, Issue 2, pp 732–744 | Cite as

Catalytic Performance Studies of New Pd and Pt Schiff Base Complexes Covalently Immobilized on Magnetite Nanoparticles as the Environmentally Friendly and Magnetically Recoverable Nanocatalyst in C–C Cross Coupling Reactions

Article
  • 95 Downloads

Abstract

Synthesis and characterization of new magnetically recoverable and high-performance nanocatalysts of Pd and Pt Schiff base complexes on magnetite nanoparticles were considered. Catalytic activity of these nanocatalysts was explored in Suzuki and Heck cross coupling reactions. The catalysts can be easily reused fourth consecutive runs without significant loss of catalytic efficiency.

Graphical Abstract

Keywords

Magnetically-recoverable nanocatalyst Pd complex nanocatalyst Pt complex nanocatalyst Environmentally based catalyst Suzuki–Miyaura coupling Mizoroki–Heck coupling 

Notes

Acknowledgements

The authors appreciatively acknowledge the funding support received from the Ilam University, Ilam, Iran, on this work.

References

  1. 1.
    Abu-Surrah AS, Abu Safieh KA, Ahmad IM, Abdalla MY, Ayoub MT, Qaroush AK, Abu-Mahtheieh AM (2010) Eur J Med Chem 45:471CrossRefGoogle Scholar
  2. 2.
    Chandra S, Saneetika X (2004) Spectr Chem Acta A 60:147CrossRefGoogle Scholar
  3. 3.
    Saghatforoush LA, Aminkhani A, Ershad S, Karimnezhad G, Ghammamy S, Kabiri R (2008) Molecules 13:804CrossRefGoogle Scholar
  4. 4.
    Cozzi PG (2004) Chem Soc Rev 33:410CrossRefGoogle Scholar
  5. 5.
    Khorrami AR, Naeimi H, Fakhari AR (2004) Talanta 64:13CrossRefGoogle Scholar
  6. 6.
    Ardakany MM, Ensafi AA, Naeimi H, Dastanpour A, Shamlli A (2003) Sens Actuators B Chem 96:441CrossRefGoogle Scholar
  7. 7.
    Bedford RB, Hazelwood SL, Limmert ME (2002) Chem Commun 2610Google Scholar
  8. 8.
    Tong J, Li Z, Xia C (2005) J Mol Catal A Chem 231:197CrossRefGoogle Scholar
  9. 9.
    Cavazzini M, Pozzi G, Quici S, Shepperson I (2003) J Mol Catal A Chem 433:204Google Scholar
  10. 10.
    Murahashi SI, Noji S, Komiya N (2004) Adv Synth Catal 346:195CrossRefGoogle Scholar
  11. 11.
    Parrilha GL, Ferreira SS, Fernandes C, Silva GC, Carvalho NMF, Antunes OAC, Drago V, Bortoluzzi AJ, Horn A Jr (2010) J Br Chem Soc 21:603CrossRefGoogle Scholar
  12. 12.
    Jana R, Pathak TP, Sigman MS (2011) Chem Rev 111:1417CrossRefGoogle Scholar
  13. 13.
    Yeung CS, Dong VM (2011) Chem Rev 111:1215CrossRefGoogle Scholar
  14. 14.
    Chen FR, Huang MM, Li YQ (2014) Ind Eng Chem Res 53:8339CrossRefGoogle Scholar
  15. 15.
    Baudoin O, Cesario M, Guenard D, Gueritte F (2002) J Org Chem 67:1199CrossRefGoogle Scholar
  16. 16.
    Martin R, Buchwald SL (2008) Acc Chem Res 41:1461CrossRefGoogle Scholar
  17. 17.
    Eseola AO, Görls H, Woods JAO, Plass W (2015) J Mol Catal A 406:224CrossRefGoogle Scholar
  18. 18.
    Eseola AO, Akogun O, Görls H, Atolani O, Kolawole GA, Plass W (2014) J Mol Catal A 387:112CrossRefGoogle Scholar
  19. 19.
    Eseola AO, Geibig D, Görls H, Sun WH, Hao X, Woods JAO, Plass W (2014) J Organomet Chem 754:39CrossRefGoogle Scholar
  20. 20.
    Liu P, Feng XJ, He R (2010) Tetrahedron 66:31Google Scholar
  21. 21.
    Nasifa S, Biplab B, Pankaj D (2013) Tetrahedron Lett 54:2886CrossRefGoogle Scholar
  22. 22.
    Böhm VPW, Gstöttmayr CWK, Weskamp T, Herrmann WA (2000) J Organomet Chem 595:186CrossRefGoogle Scholar
  23. 23.
    Mobinikhaledi A, Khajeh-Amiri A (2014) Reac Kinet Mech Catal 112:131CrossRefGoogle Scholar
  24. 24.
    Bezaatpoura A, Askarizadehb E, Akbarpoura SH, Amiria M, Babaei B (2017) Mol Catal 436:199CrossRefGoogle Scholar
  25. 25.
    Maleki A, Rahimi R, Malek S (2016) Environ Chem Lett 14:195CrossRefGoogle Scholar
  26. 26.
    Anuradha A, Kumari S, Layek S, Pathak DD (2017) New J Chem 41:5595CrossRefGoogle Scholar
  27. 27.
    Hajjami M, Gholamian F (2016) RSC Adv 6:87950CrossRefGoogle Scholar
  28. 28.
    Ying A, Qiu F, Wu Ch, Hu H, Yang J (2014) RSC Adv 4:33175CrossRefGoogle Scholar
  29. 29.
    Ghorbani-Choghamarani A, Darvishnejad Z, Tahmasbi B (2015) Inorg Chim Acta 435:223CrossRefGoogle Scholar
  30. 30.
    Cho SD, Kim HK, Yim HS, Kim MR, Lee JK, Kim JJ, Yoon YJ (2007) Tetrahedron 63:1345CrossRefGoogle Scholar
  31. 31.
    Alacid E, Nájera C (2008) Org Lett 10:5011CrossRefGoogle Scholar
  32. 32.
    Masllorens J, Gonzalez I, Roglans A (2007) Eur J Org Chem 1:158CrossRefGoogle Scholar
  33. 33.
    Stevens PD, Fan J, Gardimalla HMR, Yen M, Gao Y (2005) Org Lett 7:2085CrossRefGoogle Scholar
  34. 34.
    Lü B, Fu C, Ma S (2010) Tetrahedron Lett 51:1284CrossRefGoogle Scholar
  35. 35.
    Emmanuvel L, Sudalai A (2007) Arkivoc 14:126Google Scholar
  36. 36.
    Samarasimhars Eddy M, Prabhu G, Vishwanatha TM, Sureshbabu VV (2013) Synthesis 45:1201CrossRefGoogle Scholar
  37. 37.
    Ramesh Kumar NSC, Victor Paul Raj I, Sudalai A (2007) J Mol Catal A Chem 269:218CrossRefGoogle Scholar
  38. 38.
    Baia L, Wanga JX (2007) Adv Synth Catal 350:315CrossRefGoogle Scholar
  39. 39.
    Shah D, Kaur H (2012) J Mol Catal A Chem 359:69CrossRefGoogle Scholar
  40. 40.
    Xu Q, Duan WL, Lei ZY, Zhu ZB, Shi M (2005) Tetrahedron 61:11225CrossRefGoogle Scholar
  41. 41.
    Aksın Ö, Türkmen H, Artok L, Òªetinkaya B, Ni Ch, Büyükgüngör O, Özkal E (2006) J Organomet Chem 691:3027CrossRefGoogle Scholar
  42. 42.
    Youn SW, Song HS, Park JH (2014) Org Biomol Chem 12:2388CrossRefGoogle Scholar
  43. 43.
    Xu HJ, Zhao YQ, Zhou XF (2011) J Org Chem 76:8036CrossRefGoogle Scholar
  44. 44.
    Sugihara T, Satoh T, Miura M, Nomura M (2004) Adv Synth Catal 346:1765CrossRefGoogle Scholar
  45. 45.
    Ma H, Cao W, Bao ZH, Lei Z (2012) Catal Sci Technol 2:2291CrossRefGoogle Scholar
  46. 46.
    Chen W, Zhong L, Peng X, Wang K, Chena ZH, Sun R (2014) Catal Sci Technol 4:1426CrossRefGoogle Scholar
  47. 47.
    Salam N, Kundu SK, Roy AS, Mondal P, Ghosh K, Bhaumik A, Islam SM (2014) Dalton Trans 43:7057CrossRefGoogle Scholar
  48. 48.
    Wang D, Liu W, Bian F, Yu W (2015) New J Chem 39:2052CrossRefGoogle Scholar
  49. 49.
    Sobhani S, Ghasemzadeh MS, Honarmand M, Zarifi F (2014) RSC Adv 4:44166CrossRefGoogle Scholar
  50. 50.
    Yang J, Wang D, Liu W, Zhang X, Bian F, Yu W (2013) Green Chem 15:3429CrossRefGoogle Scholar
  51. 51.
    Sarkar SM, Rahman ML, Yusoff MM (2015) New J Chem 39:3564CrossRefGoogle Scholar
  52. 52.
    Tamami B, Farjadian F, Ghasemi S, Allahyari H (2013) New J Chem 37:2011CrossRefGoogle Scholar
  53. 53.
    Shelkar RS, Gund SH, Nagarkar JM (2014) RSC Adv 4:53387CrossRefGoogle Scholar
  54. 54.
    Shang N, Gao S, Zhou X, Feng C, Wang Z, Wang C (2014) RSC Adv 4:54487CrossRefGoogle Scholar
  55. 55.
    Søbjerg LS, Gauthier D, Lindhardt AT, Bunge M, Finster K, Meyer RL, Skrydstrup T (2009) Green Chem 11:2041CrossRefGoogle Scholar
  56. 56.
    Fakhri A, Naghipour A (2016) Mater Technol 13:846CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2017

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of ScienceIlam UniversityIlamIran

Personalised recommendations