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\({\text{ClO}}_{4}^{ - }\)/Al-MCM-41 as a novel nanostructured solid acid catalyst for the synthesis of 4H-benzo[b]pyrans

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Abstract

A one-pot three-component reaction of various types of aldehydes, cyclic 1,3-diketones and malononitrile was studied in the presence of perchlorated Al-MCM-41 nanoparticles for the synthesis of 4H-benzo[b]pyrans. Mesoporous Al-MCM-41 molecular sieves with the Si/Al mole ratios of 30, 40 and 50 were synthesized by the sol–gel method and \({\text{ClO}}_{4}^{ - }\)/Al-MCM-41 with different calcination temperatures were prepared and characterized by scanning electron microscopy, XRD, FT-IR and potentiometric titration techniques. The characterization results show that 8 wt% \({\text{ClO}}_{4}^{ - }\)/Al-MCM-41 with calcination temperature of 300 °C has the best catalytic activity. The catalyst is reusable many times with moderate loss in its activity.

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References

  1. Abdollahi-Alibeik M, Nezampour F (2013) Reac Kinet Mech Cat 108(1):213–229

    Article  CAS  Google Scholar 

  2. Balalaie S, Sheikh-Ahmadi M, Bararjanian M (2007) Catal Commun 8(11):1724–1728

    Article  CAS  Google Scholar 

  3. Khaksar S, Rouhollahpour A, Talesh SM (2012) J Fluor Chem 141:11–15

    Article  CAS  Google Scholar 

  4. Banerjee S, Horn A, Khatri H, Sereda G (2011) Tetrahedron Lett 52(16):1878–1881

    Article  CAS  Google Scholar 

  5. Gao S, Tsai CH, Tseng C, Yao C-F (2008) Tetrahedron 64(38):9143–9149

    Article  CAS  Google Scholar 

  6. Dekamin MG, Eslami M, Maleki A (2013) Tetrahedron 69(3):1074–1085

    Article  CAS  Google Scholar 

  7. Rostami A, Atashkar B, Gholami H (2013) Catal Commun 37:69–74

    Article  CAS  Google Scholar 

  8. Salvi PP, Mandhare AM, Sartape AS, Pawar DK, Han SH, Kolekar SS (2011) C R Chim 14(10):878–882

    Article  CAS  Google Scholar 

  9. Zheng J, Li Y (2011) Mendeleev Commun 21(5):280–281

    Article  CAS  Google Scholar 

  10. Nemouchi S, Boulcina R, Carboni B, Debache A (2012) C R Chim 15(5):394–397

    Article  CAS  Google Scholar 

  11. Abdollahi-Alibeik M, Pouriayevali M (2012) Catal Commun 22:13–18

    Article  CAS  Google Scholar 

  12. Abdollahi-Alibeik M, Pouriayevali M (2011) Reac Kinet Mech Cat 104(1):235–248

    Article  CAS  Google Scholar 

  13. Naik SP, Bui V, Ryu T, Miller JD, Zmierczak W (2010) Appl Catal A 381(1–2):183–190

    Article  CAS  Google Scholar 

  14. Feng X, Fryxell G, Wang L, Kim A, Liu J, Kemmer K (1997) Science 276:923–926

    Article  CAS  Google Scholar 

  15. Ahmed S, Rahman F, Al-Amer AMJ, Al-Mutairi EM, Baduruthamal U, Alam K (2011) Reac Kinet Mech Cat 105(2):483–493

    Article  Google Scholar 

  16. Mahendiran C, Maiyalagan T, Vijayan P, Suresh C, Shanthi K (2011) Reac Kinet Mech Cat 105(2):469–481

    Article  Google Scholar 

  17. Zamanifar E, Farzaneh F (2011) Reac Kinet Mech Cat 104(1):197–209

    Article  CAS  Google Scholar 

  18. Santhanaraj D, Suresh C, Vijayan P, Venkatathri N, Shanthi K (2010) Reac Kinet Mech Cat 99(2):439–446

  19. Wang Y, Cui D, Li Q (2011) Microporous Mesoporous Mater 142(2–3):503–510

    Article  CAS  Google Scholar 

  20. Ranu BC, Banerjee S, Roy S (2008) Indian J Chem B 47(7):1108

    Google Scholar 

  21. Hasaninejad A, Shekouhy M, Golzar N, Zare A, Doroodmand MM (2011) Appl Catal A 402(1–2):11–22

    Article  CAS  Google Scholar 

  22. Ghiaci M, Abbaspur A, Kia R, Belver C, Trujillano R, Rives V, Vicente MA (2007) Catal Commun 8(1):49–56

    Article  CAS  Google Scholar 

  23. Braga PRS, Costa AA, de Macedo JL, Ghesti GF, de Souza MP, Dias JA, Dias SCL (2011) Microporous Mesoporous Mater 139(1–3):74–80

    Article  CAS  Google Scholar 

  24. Gilbert R, Jacobs PWM (1971) Can J Chem 49(17):2827–2831

    Article  CAS  Google Scholar 

  25. Henderson MP, Miasek VI, Swaddle TW (1971) Can J Chem 49(2):317–324

    Article  Google Scholar 

  26. Selvaraj M, Lee K, Yoo KS, Lee TG (2005) Microporous Mesoporous Mater 81(1–3):343–355

    Article  CAS  Google Scholar 

  27. Abdollahi-Alibeik M, Mohammadpoor-Baltork I, Zaghaghi Z, Yousefi BH (2008) Catal Commun 9(15):2496–2502

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We are thankful to the Yazd University Research Council for partial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, Yazd University, 89195-741, Yazd, Iran

    Mohammad Abdollahi-Alibeik & Neda Sadeghi-Vasafi

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  1. Mohammad Abdollahi-Alibeik
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  2. Neda Sadeghi-Vasafi
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Correspondence to Mohammad Abdollahi-Alibeik.

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Abdollahi-Alibeik, M., Sadeghi-Vasafi, N. \({\text{ClO}}_{4}^{ - }\)/Al-MCM-41 as a novel nanostructured solid acid catalyst for the synthesis of 4H-benzo[b]pyrans. Reac Kinet Mech Cat 112, 511–525 (2014). https://doi.org/10.1007/s11144-014-0717-z

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  • DOI: https://doi.org/10.1007/s11144-014-0717-z

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