Catalysis Letters

, Volume 148, Issue 2, pp 745–756 | Cite as

Silver Nanoparticles Engineered β-Cyclodextrin/γ-Fe2O3@ Hydroxyapatite Composite: Efficient, Green and Magnetically Retrievable Nanocatalyst for the Aqueous Reduction of Nitroarenes



Ag nanoparticles incorporated β-cyclodextrin conjugated magnetic hydroxyapatite, γ-Fe2O3@HAp-CD.Ag was conveniently synthesized via the grafting of β-cyclodextrin moieties on the hydroxyapatite surface, followed by reacting of the nanocomposite, γ-Fe2O3, with silver nitrate and then its reduction with sodium borohydride. The cavity of β-cyclodextrin units as host material can stabilize the Ag nanoparticles (particles size: 12–14 nm) effectively and prevent their aggregation and separation from the surface. The nanocomposite obtained appears to have an organized structure, with a magnetic γ-Fe2O3 core surrounded by a layer-structured coating shell. The structure and composition of the nanocomposite were confirmed by FT-IR, FE-SEM, TEM, TGA, XRD, EDS, BET, and VSM. This catalytic system selectively reduces the nitro group even in the presence of other sensitive functional groups in good to excellent yields (85–98%).The organometallic nanocatalyst was easily removed from solution using an external magnet and was successfully examined for five runs, with a slight loss of catalytic activity.

Graphical Abstract


γ-Fe2O3@HAp-CD.Ag Heterogeneous nanocatalyst Reduction of nitroarenes Silver nanoparticle Green chemistry 



This work was supported by the Research Council at the Shahid Chamran University of Ahvaz.

Supplementary material

10562_2017_2272_MOESM1_ESM.docx (166 kb)
Supplementary material 1 (DOCX 166 KB)


  1. 1.
    Sharma RK, Dutta S, Sharma S, Zboril R, Varma VS, Gawande MB (2016) Green Chem 18:3184CrossRefGoogle Scholar
  2. 2.
    Layek K, Kantam ML, Shirai M, Nishio-hamane D, Sasaki T, Maheswaran H(2012) Green Chem 14:3164CrossRefGoogle Scholar
  3. 3.
    Jain AK, Gupta VK, Bhatnagar A (2003) Sep Sci Technol 38:463CrossRefGoogle Scholar
  4. 4.
    Gupta VK, Kumar R, Nayak A, Saleh TA, Barakat MA (2013) Adv Colloid Interface Sci 193:24CrossRefGoogle Scholar
  5. 5.
    Khani H, Rofouei MK, Arab P, Gupta VK, Vafaei Z (2010)) J Hazard Mater 183:402CrossRefGoogle Scholar
  6. 6.
    Gupta VK, Saleh TA (2013) Environ Sci Pollut Res 20:2828CrossRefGoogle Scholar
  7. 7.
    Gupta VK, Ali I, Saleh TA, Nayak A, Agarwal S (2012) RSC Adv 2:6380CrossRefGoogle Scholar
  8. 8.
    Igder S, Kiasat AR, Shushizadeh MR (2015) Res Chem Intermed 41:7227CrossRefGoogle Scholar
  9. 9.
    Mouradzadegun A, Ma’mani L, Mahdavi M, Rashid Z, Foroumadi A, Dianat S(2015) RSC Adv 4:116Google Scholar
  10. 10.
    Jiang L, Li Y, Xiong C, Su S(2017) Mater Sci Eng C 75:1014CrossRefGoogle Scholar
  11. 11.
    Zarei Z, Akhlaghinia B(2016) RSC Adv 6:106473CrossRefGoogle Scholar
  12. 12.
    Zhang Z, Yuan Z, Tang D, Ren Y, Lv K, Liu B(2014) ChemSusChem 7:3496CrossRefGoogle Scholar
  13. 13.
    Ramos Guivar JA, Sanches EA, Bruns F, Sadrollahi E, Morales MA, López EO, Litterst FJ (2016) Appl Surf Sci 389:721CrossRefGoogle Scholar
  14. 14.
    Begum R, Farooqi ZH, Ahmed E, Naseem K, Ashraf S, Sharif A, Rehan R (2017) Appl Organomet Chem 31.
  15. 15.
    Scialla S, Palazzo B, Barca A, Fiore A, Monteduro AG, Sannino A, Gervaso F, Maruccio G(2017) ‎Mater Sci Eng C 76:1166CrossRefGoogle Scholar
  16. 16.
    Tang W, Zhao J, Sha B, Liu H (2013) J Appl Polym Sci 127:2803CrossRefGoogle Scholar
  17. 17.
    Ramimoghadam D, Bagheri S, Abd Hamid SB (2015) Colloids Surf B 133:388CrossRefGoogle Scholar
  18. 18.
    Monteiro AP, Caminhas LD, Ardisson JD, Paniago R, Cortés ME, Sinisterra RD(2017) Carbohydr Polym 163:1CrossRefGoogle Scholar
  19. 19.
    Son KD, Kim Y (2013) Mater Sci Eng C 33:499CrossRefGoogle Scholar
  20. 20.
    Xiao X, Liu R, Qiu C, Zhu D, Liu F (2009) Mater Sci Eng C 29:785CrossRefGoogle Scholar
  21. 21.
    Ai M, Du Z, Zhu S, Geng H, Zhang X (2017) Dent Mater 33:12CrossRefGoogle Scholar
  22. 22.
    Dindulkar SD, Jeong D, Kim H, Jung S(2016) Carbohydr Res 430:85CrossRefGoogle Scholar
  23. 23.
    Shao K, Zhang C, Ye S, Cai K, Wu L, Wang B, Zou C, Lu Z, Han H (2017) Sensors Actuators B 240:586CrossRefGoogle Scholar
  24. 24.
    Li P, Li S, Wang Y, Zhang Y, Han G (2017) Colloids Surf A 520:26CrossRefGoogle Scholar
  25. 25.
    Luo G, Kang L, Zhu M, Dai B (2014) Fuel Process Technol 118:20CrossRefGoogle Scholar
  26. 26.
    Lu AS, Yu J, Cheng Y, Barras A, Xu W, Szunerits S, Cornu D, Boukherroub R (2017) Appl Surf Sci 411:163CrossRefGoogle Scholar
  27. 27.
    Saravanan R, Gupta VK, Mosquera E, Gracia F (2014) J Mol Liq 198:409CrossRefGoogle Scholar
  28. 28.
    Saravanan R, Prakash T, Gupta VK, Stephen A (2014) J Mol Liq 193:160CrossRefGoogle Scholar
  29. 29.
    Saravanan R, Karthikeyan N, Gupta VK, Thirumal E, Thangadurai P, Narayanan V, Stephen A (2013) Mater Sci Eng C 33:2235CrossRefGoogle Scholar
  30. 30.
    Saravanan R, Gupta VK, Narayanan V, Stephen A (2013) J Mol Liq 181:133CrossRefGoogle Scholar
  31. 31.
    Gupta VK, Nayak A (2012) Chem Eng J 180:81CrossRefGoogle Scholar
  32. 32.
    Saleh TA, Gupta VK (2012) J Colloid Interface Sci 371:101CrossRefGoogle Scholar
  33. 33.
    Saravanan R, Sacari E, Gracia F, Khan MM, Mosquera E, Gupta VK (2016) J Mol Liq 221:1029CrossRefGoogle Scholar
  34. 34.
    Devaraj M, Saravanan R, Deivasigamani R, Gupta VK, Gracia F, Jayadevan S (2016) J Mol Liq 221:930CrossRefGoogle Scholar
  35. 35.
    Rajendran S, Khan MM, Gracia F, Qin J, Gupta VK, Arumainathan S (2016) Sci Rep 6:31641CrossRefGoogle Scholar
  36. 36.
    Saleh TA, Gupta VK (2011) J Colloid Interface Sci 362:337CrossRefGoogle Scholar
  37. 37.
    Ahmaruzzaman M, Gupta VK (2011) ‎Ind Eng Chem Res 50:13589CrossRefGoogle Scholar
  38. 38.
    Mohammadi N, Khani H, Gupta VK, Amereh E, Agarwal S (2011) J Colloid Interface Sci 362:457CrossRefGoogle Scholar
  39. 39.
    Saleh TA, Gupta VK (2012) Sep Purif Technol 89:245CrossRefGoogle Scholar
  40. 40.
    Saleh TA, Gupta VK (2012) Environ Sci Pollut Res 19:1224CrossRefGoogle Scholar
  41. 41.
    Saravanan R, Gracia F, Khan MM, Poornima V, Gupta VK, Narayanan V, Stephen A (2015) J Mol Liq 209:374CrossRefGoogle Scholar
  42. 42.
    Russo M, Armetta F, Riela S, Martino DC, LoMeo P, Noto R (2015) J Mol Catal A 408:250CrossRefGoogle Scholar
  43. 43.
    Dong Z, Le X, Li X, Zhang W, Dong C, Ma J (2014) Appl Catal B 158:129CrossRefGoogle Scholar
  44. 44.
    Chi Y, Tu J, Wang M, Li X, Zhao Z (2014) J Colloid Interface Sci 423:54CrossRefGoogle Scholar
  45. 45.
    Sharma M, Sarma PJ, Goswami M, Bania KK (2017) J Colloid Interface Sci 490:529CrossRefGoogle Scholar
  46. 46.
    Wang H, Wang H, Li T, Ma J, Li K, Zuo X (2017) Sensors Actuators B 239:1205CrossRefGoogle Scholar
  47. 47.
    Wang M, Wang J, Wang Y, Liu C, Liu J, Qiu Z, Xu Y, Lincoln SF, Guo X (2016) Colloid Polym Sci 294:1087CrossRefGoogle Scholar
  48. 48.
    Saravanan R, Joicy S, Gupta VK, Narayanan V, Stephen A (2013) Mater Sci Eng C 33:4725CrossRefGoogle Scholar
  49. 49.
    Saravanan R, Karthikeyan S, Gupta VK, Sekaran G, Narayanan V, Stephen A (2013) Mater Sci Eng C 33:91CrossRefGoogle Scholar
  50. 50.
    Saravanan R, Thirumal E, Gupta VK, Narayanan V, Stephen A (2013) J Mol Liq 177:394CrossRefGoogle Scholar
  51. 51.
    Saravanan R, Gupta VK, Prakash T, Narayanan V, Stephen A (2013) J Mol Liq 178:88CrossRefGoogle Scholar
  52. 52.
    Gupta VK, Jain R, Mittal A, Saleh TA, Nayak A, Agarwal S, Sikarwar S (2012) Mater Sci Eng C 32:12CrossRefGoogle Scholar
  53. 53.
    Karthikeyan S, Gupta VK, Boopathy R, Titus A, Sekaran G (2012) J Mol Liq 173:153CrossRefGoogle Scholar
  54. 54.
    Saravanan R, Gupta VK, Narayanan V, Stephen A (2014) J Taiwan Inst Chem Eng 45:1910CrossRefGoogle Scholar
  55. 55.
    Shiraishi Y, Kanzaki T, Sawai H, Asano H, Du Y, Toshima N (2016) Bull Soc Photogr Image Jpn 26:14Google Scholar
  56. 56.
    Liang Y, Lin C, Guan J, Li Y (2017) RSC Adv 7:7460CrossRefGoogle Scholar
  57. 57.
    Nasab MJ, Kiasat AR (2016) RSC Adv 6:41871CrossRefGoogle Scholar
  58. 58.
    Saravanan R, Gupta VK, Mosquera E, Gracia F, Narayanan V, Stephen A (2015) J Saudi Chem Soc 19:521CrossRefGoogle Scholar
  59. 59.
    Saravanan R, Khan MM, Gupta VK, Mosquera E, Gracia F, Narayanan V, Stephen A (2015) RSC Adv 5:34645CrossRefGoogle Scholar
  60. 60.
    Saravanan R, Khan MM, Gupta VK, Mosquera E, Gracia F, Narayanan V, Stephen A (2015) J Colloid Interface Sci 452:126CrossRefGoogle Scholar
  61. 61.
    Cai K, Li J, Luo Z, Hu Y, Hou Y, Ding X (2011) Chem Commun 47:7719CrossRefGoogle Scholar
  62. 62.
    Zhang Z, Zhen J, Liu B, Lv K, Deng K (2015) Green Chem 17:1308CrossRefGoogle Scholar
  63. 63.
    Dell’Anna MM, Intini S, Romanazzi G, Rizzuti A, Leonelli C, Piccinni F, Mastrorilli P (2014) J Mol Catal A 395:307CrossRefGoogle Scholar
  64. 64.
    Online VA, Damodara D, Arundhathi R, Babu TVR, Legan MK, Kumpaty HJ, Likhar PR (2014) RSC Adv 43:22567Google Scholar
  65. 65.
    Davarpanah J, Kiasat AR (2013) Catal Commun 41:6CrossRefGoogle Scholar
  66. 66.
    Genc H (2015) Catal Commun 67:64CrossRefGoogle Scholar
  67. 67.
    Boymans E, Boland S, Witte PT, Müller C, Vogt D (2013) ChemCatChem 5:431CrossRefGoogle Scholar
  68. 68.
    Schwob T, Kempe R (2016) Angew Chem Int Ed 48:15175CrossRefGoogle Scholar
  69. 69.
    Nasrollahzadeh M, Sajadi SM, Rostami-vartooni A, Alizadeh M, Bagherzadeh M (2016) J Colloid Interface Sci 466:360CrossRefGoogle Scholar
  70. 70.
    Giri S, Das R, Van Der Westhuyzen C, Maity A (2017) Appl Catal B. Google Scholar
  71. 71.
    Gupt VK, Yola ML, Eren T, Kartal F, Çağlayan MO, Atar N (2014) J Mol Liq 190:133CrossRefGoogle Scholar

Copyright information

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

Authors and Affiliations

  1. 1.Chemistry Department, College of ScienceShahid Chamran University of AhvazAhvazIran
  2. 2.Petroleum Geology and Geochemistry Research Centre (PGGRC)Shahid Chamran University of AhvazAhvazIran

Personalised recommendations