Molybdic acid immobilized on mesoporous MCM-41 coated on nano-Fe3O4: preparation, characterization, and its application for the synthesis of polysubstituted coumarins

  • Hamideh Mohamadi Tanuraghaj
  • Mahnaz FarahiEmail author
Original Paper


In this study, Fe3O4@MCM-41-(CH2)3-OMoO3H as a new recyclable nanocatalyst was synthesized and characterized by FT-IR, X-ray diffraction patterns, transmission electron microscopy, energy-dispersive X-ray spectroscopy, and vibrating sample magnetometer analysis. The performance ability of this novel magnetic heterogeneous catalyst was evaluated for the synthesis of coumarin derivatives by the one-pot reaction between aryl aldehydes, benzamide, and 5,7-dihydroxycoumarins. Fe3O4@MCM-41-(CH2)3-OMoO3H is a nontoxic and recoverable catalyst that provides an environmentally friendly reaction condition. This catalyst can be stored for a long times without a significant loss in its activity.

Graphic abstract


MCM-41 Nano-Fe3O4 Nanostructures Heterogeneous catalysis Aldehydes 5,7-Dihydroxycoumarins Benzamide 



The authors gratefully acknowledge the partial support of this work by Yasouj University, Iran.


  1. 1.
    Abdollahi Alibeik M, Rezaeipoor Anari A (2016) J Magn Magn Mater 398:205CrossRefGoogle Scholar
  2. 2.
    Xie W, Zang X (2016) Food Chem 194:1283CrossRefGoogle Scholar
  3. 3.
    Lee CH, Cheng SH, Wang YJ, Chen YC, Chen NT, Souris J, Chen CT, Mou CY, Yang CS, Lo LW (2009) Adv Funct Mater 19:215CrossRefGoogle Scholar
  4. 4.
    Chen W, Li X, Pan Z, Ma S, Li L (2016) Chem Eng J 304:594CrossRefGoogle Scholar
  5. 5.
    Liu JF, Zhao ZS, Jiang GB (2008) Environ Sci Technol 42:6949CrossRefGoogle Scholar
  6. 6.
    Fan G, Wang Y, Yan J, Song G, Li J (2017) J CO2 Util 18:370CrossRefGoogle Scholar
  7. 7.
    Sakate S, Kamble S, Chikate R, Rode C (2017) New J Chem 41:4943CrossRefGoogle Scholar
  8. 8.
    Liu Y, Li X, Le X, Zhang W, Gu H, Xue R, Ma J (2015) New J Chem 39:4519CrossRefGoogle Scholar
  9. 9.
    Girija D, BhojyaNaik H, Vinay Kumar B, Sudhamani C (2011) Am Chem Sci J 1:97CrossRefGoogle Scholar
  10. 10.
    Liu Y, Wu N, Wang Z, Cao H, Liu J (2017) New J Chem 41:6241CrossRefGoogle Scholar
  11. 11.
    Ge J, Zhang Q, Zhang T, Yin Y (2008) Angew Chem Int Ed 47:8924CrossRefGoogle Scholar
  12. 12.
    Zolfigol MA, Ayazi-Nasrabadi R (2016) RSC Adv 6:69595CrossRefGoogle Scholar
  13. 13.
    Hudson R, Feng Y, Varma RS, Moores A (2014) Green Chem 16:4493CrossRefGoogle Scholar
  14. 14.
    Govan J, Gun’ko YK (2014) Nanomaterials 4:222CrossRefGoogle Scholar
  15. 15.
    Rosenholm JM, Zhang J, Sun W, Gu H (2011) Microporous Mesoporous Mater 145:14CrossRefGoogle Scholar
  16. 16.
    Ai Y, Hu Z, Shao Z, Qi L, Liu L, Zhou J, Sun H, Liang Q (2018) Nano Res 11:287CrossRefGoogle Scholar
  17. 17.
    Liu L, Ai Y, Li D, Qi L, Zhou J, Tang Z, Shao Z, Liang Q, Sun H (2017) ChemCatChem 9:3131CrossRefGoogle Scholar
  18. 18.
    Zhou Z, Li Y, Sun H, Tang Z, Qi L, Liu L, Ai Y, Li S, Shao Z, Liang Q (2017) Green Chem 19:3400CrossRefGoogle Scholar
  19. 19.
    Kefayati H, Kohankar AM, Ramzanzadeh N, Shariati S, Bazargard SJ (2015) J Mol Liq 209:617CrossRefGoogle Scholar
  20. 20.
    Li Y, Duan D, Wu M, Li J, Yan Z, Wang W, Zi G, Wang J (2016) Chem Eng J 306:777CrossRefGoogle Scholar
  21. 21.
    Kowalczyk A, Borcuch A, Michalik M, Rutkowska M, Gil B, Sojka Z, Indyka P, Chmielarz L (2017) Microporous Mesoporous Mater 240:9CrossRefGoogle Scholar
  22. 22.
    Safari J, Zarnegar Z (2015) RSC Adv 5:17738CrossRefGoogle Scholar
  23. 23.
    Ali Z, Tian L, Zhang B, Ali N, Khan M, Zhang Q (2017) New J Chem 41:8222CrossRefGoogle Scholar
  24. 24.
    Abrokwah RY, Deshmane VG, Kuila D (2016) J Mol Catal A Chem 425:10CrossRefGoogle Scholar
  25. 25.
    Khorshidi A, Shariati S (2014) RSC Adv 4:41469CrossRefGoogle Scholar
  26. 26.
    Saadatjoo N, Golshekan M, Shariati S, Kefayati H, Azizi P (2013) J Mol Catal A Chem 377:173CrossRefGoogle Scholar
  27. 27.
    Jha A, Patil CR, Garade AC, Rode CV (2013) Ind Eng Chem Res 52:9803CrossRefGoogle Scholar
  28. 28.
    Hu YQ, Xu Z, Zhang S, Wu X, Ding JW, Lv ZS, Feng LS (2017) Eur J Med Chem 136:122CrossRefGoogle Scholar
  29. 29.
    Kulkarni M, Kulkarni G, Lin C, Sun C (2006) Curr Med Chem 13:2795CrossRefGoogle Scholar
  30. 30.
    Sánchez-de-Armas R, San Miguel MÁ, Oviedo J, Sanz JF (2012) Phys Chem Chem Phys 14:225CrossRefGoogle Scholar
  31. 31.
    Lunazzi L, Mancinelli M, Mazzanti A, Pierini M (2010) J Org Chem 75:5927CrossRefGoogle Scholar
  32. 32.
    Arshad A, Osman H, Bagley MC, Lam CK, Mohamad S, Zahariluddin ASM (2011) Eur J Med Chem 46:3788CrossRefGoogle Scholar
  33. 33.
    Zhou S, Jia J, Gao J, Han L, Li Y, Sheng W (2010) Dyes Pigments 86:123CrossRefGoogle Scholar
  34. 34.
    Pang GX, Niu C, Mamat N, Aisa HA (2017) Bioorg Med Chem Lett 27:2674CrossRefGoogle Scholar
  35. 35.
    Sripathi S, Logeeswari K (2013) Int J Org Chem 3:42CrossRefGoogle Scholar
  36. 36.
    Valizadeh H, Shockravi A (2005) Tetrahedron Lett 46:3501CrossRefGoogle Scholar
  37. 37.
    Olomola TO, Klein R, Lobb KA, Sayed Y, Kaye PT (2010) Tetrahedron Lett 51:6325CrossRefGoogle Scholar
  38. 38.
    Farahi M, Karami B, Tanuraghaj HM (2015) Tetrahedron Lett 56:1833CrossRefGoogle Scholar
  39. 39.
    Patil PO, Bari SB, Firke SD, Deshmukh PK, Donda ST, Patil DA (2013) Bioorg Med Chem Lett 21:2434CrossRefGoogle Scholar
  40. 40.
    Farahi M, Karami B, Banaki Z, Rastgoo F, Eskandari K (2017) Monatsh Chem 148:1469CrossRefGoogle Scholar
  41. 41.
    Farahi M, Davoodi M, Tahmasebi M (2016) Tetrahedron Lett 57:1582CrossRefGoogle Scholar
  42. 42.
    Farahi M, Tamaddon F, Karami B, Pasdar S (2015) Tetrahedron Lett 56:1887CrossRefGoogle Scholar
  43. 43.
    Behbahani M, Ali Akbari A, Amini MM, Bagheri A (2014) Anal Methods 6:8785CrossRefGoogle Scholar
  44. 44.
    Sharma RK, Dutta S, Sharma S, Zboril R, Varma RS, Gawande MB (2016) Green Chem 18:3184CrossRefGoogle Scholar
  45. 45.
    Karami B, Farahi M, Farmani N, Tanuraghaj H (2016) New J Chem 40:1715CrossRefGoogle Scholar
  46. 46.
    Wu ZS, Yang S, Sun Y, Parvez K, Feng X, Müllen K (2012) J Am Chem Soc 134:9082CrossRefGoogle Scholar
  47. 47.
    Wang Y, Yu Y, Deng C, Wang J, Zhang BT (2015) RSC Adv 5:103989CrossRefGoogle Scholar
  48. 48.
    Shao Y, Jing T, Tian J, Zheng Y (2015) RSC Adv 5:103943CrossRefGoogle Scholar
  49. 49.
    Elmekawy AA, Sweeney JB, Brown DR (2015) Catal Sci Technol 5:690CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Department of ChemistryYasouj UniversityYasoujIran

Personalised recommendations