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Catalysis Letters

, Volume 147, Issue 2, pp 491–501 | Cite as

Magnetically Recoverable Gold Nanorods as a Novel Catalyst for the Facile Reduction of Nitroarenes Under Aqueous Conditions

  • Kamran Lamei
  • Hossein Eshghi
  • Mehdi Bakavoli
  • Sadegh Rostamnia
Article

Abstract

In this work, cysteine-functionalized Fe3O4@Carbon magnetic nanoparticles were used for the synthesis of gold nanorods. Fe3O4@C nanoparticles were first prepared by synthesis of Fe3O4 magnetic nanoparticles (MNPs), and then carbon-coated MNPs (Fe3O4@C) were synthesized by glucose carbonization using a hydrothermal method. Finally, the gold NRs were loaded on the modified surface of Fe3O4@C MNPs. The designed magnetically recoverable gold nanorods, after full characterization by FTIR, SEM, TEM, TGA, VSM, XRD, and ICP-OES, were applied to the reduction of nitroarenes. The Fe3O4@C@Cys–Au nanorods showed higher performance than Fe3O4@C@Cys–Au nanospheres in a selective facile reduction of nitroarenes to the corresponding aminoarenes in aqueous medium at room temperature using NaBH4.

Graphical Abstract

Keywords

Gold nanorods Cysteine-modified Fe3O4@C Ultrafast reduction of nitroarenes Aqueous mild condition 

Supplementary material

10562_2016_1921_MOESM1_ESM.docx (1 mb)
Supplementary material 1 (DOCX 1061 KB)

References

  1. 1.
    Haruta M (2003) Chem Rec 3:75CrossRefGoogle Scholar
  2. 2.
    Bond GC, Louis C, Thompson DT (2006) Catalysis by gold. Imperial College Press, LondonCrossRefGoogle Scholar
  3. 3.
    Zhu C, Han L, Hu P, Dong S (2012) Nanoscale 4:1641CrossRefGoogle Scholar
  4. 4.
    Yang CM, Kalwei M, Schüth F, Chao KJ (2003) Appl Catal A 254:289CrossRefGoogle Scholar
  5. 5.
    Praharaj S, Nath S, Ghosh SK, Kundu S, Pal T (2004) Langmuir 20:9889CrossRefGoogle Scholar
  6. 6.
    Pradhan N, Pal A, Pal T (2001) Langmuir 17(5):1800CrossRefGoogle Scholar
  7. 7.
    Prabhuram J, Wang X, Hui CL, Hsing IM (2003) J Phys Chem B 107:11057CrossRefGoogle Scholar
  8. 8.
    Saha A, Ranu B (2008) J Org Chem 736867Google Scholar
  9. 9.
    Narayanan R, El-Sayed MA (2005) J Catal 234:348CrossRefGoogle Scholar
  10. 10.
    Patra AK, Dutta A, Bhaumik A (2010) Catal Commun 11:651CrossRefGoogle Scholar
  11. 11.
    Panigrahi S, Basu S, Praharaj S, Pande S, Jana S, Pal A, Pal T (2007) J Phys Chem C 111:4596CrossRefGoogle Scholar
  12. 12.
    El-Sheikh SM, Ismail AA, Al-Sharab JF (2013) N J Chem 37:2399CrossRefGoogle Scholar
  13. 13.
    Hoseini SJ, Rashidi M, Bahrami M (2011) J Mater Chem 21:16170CrossRefGoogle Scholar
  14. 14.
    Ji Z, Shen X, Zhu G, Zhou H, Yuan A (2012) J Mater Chem 22:3471CrossRefGoogle Scholar
  15. 15.
    Chiou JR, Lai BH, Hsu KC, Chen DH (2013) J Hazard Mater 248:394CrossRefGoogle Scholar
  16. 16.
    Bauer LA, Birenbaum NS, Meyer GJ (2004) J Mater Chem 14:517CrossRefGoogle Scholar
  17. 17.
    Choi WI, Sahu A, Kim YH, Tae G (2012) Ann Biomed Eng 40:534CrossRefGoogle Scholar
  18. 18.
    Alkilany AM, Thompson LB, Boulos SP, Sisco PN, Murphy CJ (2012) Adv Drug Delivery Rev 64:190CrossRefGoogle Scholar
  19. 19.
    Nigra MM, Ha J-M, Katz A (2013) Catal Sci Technol 3:2976CrossRefGoogle Scholar
  20. 20.
    Vogt PF, Gerulis JJ (2005) Ullmann’s encyclopedia of industrial chemistry, in aromatic amines. Wiley-VCH Verlag GmbH & Co, WeinheimGoogle Scholar
  21. 21.
    Kim J, Park S, Lee JE, Jin SM, Lee JH, Lee IS, Hyeon T (2006) Angew Chem Int Ed 45:7754CrossRefGoogle Scholar
  22. 22.
    Li H, Gao S, Zheng Z, Cao R (2011) Catal Sci Technol 1:1194CrossRefGoogle Scholar
  23. 23.
    Toh HS, Ambrosi A, Pumera M (2013) Catal Sci Technol 3:123CrossRefGoogle Scholar
  24. 24.
    Kalbasi RJ, Nourbakhsh AA, Babaknezhad F (2011) Catal Commun 12:955CrossRefGoogle Scholar
  25. 25.
    Dey R, Mukherjee N, Ahammed S, Ranu BC (2012) Chem Commun 48:7982CrossRefGoogle Scholar
  26. 26.
    Lin X, Wu M, Wu D, Kuga S, Endo T, Huang Y (2011) Green Chem 13:283CrossRefGoogle Scholar
  27. 27.
    Chang YC, Chen DH (2009) J Hazard Mater 165:664CrossRefGoogle Scholar
  28. 28.
    Zhang W, Tan F, Wang W, Qiu X, Qiao X, Chen J (2012) J Hazard Mater 217:36Google Scholar
  29. 29.
    Bai X, Gao Y, Liu HG, Zheng L (2009) J Phys Chem C 113:17730CrossRefGoogle Scholar
  30. 30.
    Corma A, Serna P (2006) Science 313:332CrossRefGoogle Scholar
  31. 31.
    Liu X, Ye S, Li HQ, Liu YM, Cao Y, Fan KN (2013) Catal Sci Technol 3:3200CrossRefGoogle Scholar
  32. 32.
    Huang X, Liao X, Shi B (2011) Green Chem 13:2801CrossRefGoogle Scholar
  33. 33.
    Hu X, Wang T, Qu X, Dong S (2006) J Phys Chem B 110:853CrossRefGoogle Scholar
  34. 34.
    Zhou X, Huang X, Qi X, Wu S, Xue C, Boey FY, Zhang H (2009) J Phys Chem C 113:10842CrossRefGoogle Scholar
  35. 35.
    Li GL, Xu LQ, Neoh KG, Kang ET (2011) Macromolecules 44:2365CrossRefGoogle Scholar
  36. 36.
    Li G, Enache DI, Edwards J, Carley AF, Knight DW, Hutchings GJ (2006) Catal Lett 110:7CrossRefGoogle Scholar
  37. 37.
    Corma A, Garcia H (2008) Chem Soc Rev 37:2096CrossRefGoogle Scholar
  38. 38.
    Xu C, Xie J, Ho D, Wang C, Kohler N, Walsh EG, Sun S (2008) Angew Chem Int Ed 47:173CrossRefGoogle Scholar
  39. 39.
    Lee Y, Garcia MA, Frey Huls NA, Sun S (2010) Angew Chem Int Ed 49:1271CrossRefGoogle Scholar
  40. 40.
    Wang Z, Guo H, Yu Y, He N (2006) J Magn Magn Mater 302:397CrossRefGoogle Scholar
  41. 41.
    Ali MR, Snyder B, El-Sayed MA (2012) Langmuir 28:9807CrossRefGoogle Scholar
  42. 42.
    Qi D, Zhang H, Tang J, Deng C, Zhang X (2010) J Phys Chem C 114:9221CrossRefGoogle Scholar
  43. 43.
    Cao SW, Fang J, Shahjamali MM, Wang Z, Yin Z, Yang Y, Xue C (2012) Cryst Eng Comm 14:7229CrossRefGoogle Scholar
  44. 44.
    Eshghi H, Khojastehnezhad A, Moeinpour F, Bakavoli M, Seyedi SM, Abbasi M (2014) RSC Adv 4:39782CrossRefGoogle Scholar
  45. 45.
    Rostamnia S, Lamei K, Pourhassan F (2014) RSC Adv 4:59626CrossRefGoogle Scholar
  46. 46.
    Rostamnia S, Lamei K, Mohammadquli M, Sheykhan M, Heydari A (2012) Tetrahedron Lett 53:5257CrossRefGoogle Scholar
  47. 47.
    Fenger R, Fertitta E, Kirmse H, Thunemann AF, Rademann K (2012) Phys Chem Chem Phys 14:9343CrossRefGoogle Scholar
  48. 48.
    Lin FH, Doong RA (2014) Appl Catal A 486:32CrossRefGoogle Scholar
  49. 49.
    Rashid MH, Mandal TK (2008) Adv Funct Mater 18:2261CrossRefGoogle Scholar
  50. 50.
    Eo M, Baek J, Song HD, Lee S, Yi J (2013) Chem Commun 49:5204CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • Kamran Lamei
    • 1
  • Hossein Eshghi
    • 1
  • Mehdi Bakavoli
    • 1
  • Sadegh Rostamnia
    • 2
  1. 1.Department of Chemistry, Faculty of ScienceFerdowsi University of MashhadMashhadIran
  2. 2.Organic and Nano Group (ONG), Department of Chemistry, Faculty of ScienceUniversity of MaraghehMaraghehIran

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