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Ni-Rhodanine Complex Supported on FSM-16 as Mesoporous Silica Support: Synthesis, Characterization and Application in Synthesis of Tri and Tetrasubstituted Imidazoles and 3,4-Dihydropyrimidine-2-(1H)-Ones

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Abstract

A new, efficient and recoverable heterogeneous catalyst was successfully synthesized by functionalization of mesoporous silica FSM-16. The FSM-16/CPTMS-Rh-Ni(II) characterization with several techniques such as, XRD, TGA, FT-IR, SEM, EDX, BET and ICP. As a result, it was found that this synthesized compound acted as catalyst for many multi component reactions. These reactions included the synthesis of 2,4,5-triaryl-1H-imidazoles, 1,2,4,5-tetrasubstituted imidazoles and 3,4-dihydropyrimidine-2-(1H)-ones derivatives.

A new, efficient and recoverable heterogeneous catalyst was successfully synthesized by functionalization of FSM-16. The FSM-16/CPTMS-Rh-Ni(II) characterization with several techniques such as, XRD, TGA, FT-IR, SEM, EDX, BET and ICP. As a result, it was found that this synthesized compound acted as catalyst for many multi component reactions. These reactions included the synthesis of 2,4,5-triaryl-1H-imidazoles, 1,2,4,5-tetrasubstituted imidazoles and 3,4-dihydropyrimidine-2-(1H)-ones derivatives.

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References

  1. Ghattas MS (2006) Cobalt-modified mesoporous FSM-16 silica: Characterization and catalytic study. Micropor Mesopor Mat 97:107–113

    Article  CAS  Google Scholar 

  2. Antochshuk V, Jaroniec M (1999). J Phys Chem B 103:6252–6261

    Article  CAS  Google Scholar 

  3. Jakdetchai O, Takayama N, Nakajima T (2005). Kinet Catal 46:56–64

    CAS  Google Scholar 

  4. Bachari K, Guerroudj RM, Lamouchi M (2010). Mater Chem Phys 124:994–1000

    Article  CAS  Google Scholar 

  5. Kimura T, Saeki S, Sugahara Y, Kuroda K (1999). Langmuir 15:2794–2798

    Article  CAS  Google Scholar 

  6. Laribi M, Chenouf R, Bachari K, Hamani J (2013). Res Chem Intermed 39:1771–1780

    Article  CAS  Google Scholar 

  7. Chancharunee S, Pinhom P, Pohmakotr M, Perlmutter P (2009). Synth Commun 39:880–886

    Article  CAS  Google Scholar 

  8. Biginelli P (1893). Gazz Chim Ital 23:360

    Google Scholar 

  9. Slimi H, Saïd K, Moussaoui Y, Ben Salem R (2013). Int J Org Chem 3:96–100

    Article  Google Scholar 

  10. Gogoi P, Dutta AK, Borah R (2017). Catal Lett 147:674–685

    Article  CAS  Google Scholar 

  11. Elhamifar D, Hosseinpoor F, Karimi B, Hajati S (2015). Micropor Mesopor Mat 204:269–275

    Article  CAS  Google Scholar 

  12. Fustero S, Catalan S, Acena JL, Pozo CJ (2009). Fluorine Chem 130:1145–1150

    Article  CAS  Google Scholar 

  13. Suvarna AS (2015). Res J Chem Sci 5:67–72

    CAS  Google Scholar 

  14. Zolfigol MA, Baghery S, Moosavi-Zare AR, Vahdat SM (2015). RSC Adv 5:32933–32940

    Article  CAS  Google Scholar 

  15. Javid A, Heravi MM, Bamoharram FF, Nikpour M (2011). E-J Chem 8:547–552

    Article  CAS  Google Scholar 

  16. Matsumoto A, Sasaki T, Nishimiya N, Tsutsumi K (2002). Colloid Surface A 203:185–193

    Article  CAS  Google Scholar 

  17. Sugiyama S, Kato Y, Wada T, Ogawa S, Nakagawa K, Sotowa KI (2010). Top Catal 53:550–554

    Article  CAS  Google Scholar 

  18. Hajjami M, Ghorbani F, Yousofvand Z (2017). App Organomet Chem 31:e3843

    Article  Google Scholar 

  19. Hajjami M, Ghorbani-Choghamarani A, Yousofvand Z, Norouzi M (2015). J Chem Sci 127:1221–1228

    Article  CAS  Google Scholar 

  20. Zare A, Bahrami F, Merajoddin M, Bandari M, Moosavi-Zare AR, Zolfigol MA, Hasaninejad A, Shekouhy M, Beyzavi MH, Khakyzadeh V, Mokhlesi M, Asgari Z (2013). Org Prep Proced Int 45:211–219

    Article  CAS  Google Scholar 

  21. Ghorbani-Choghamarani A, Shiri L, Azadi G, Pourbahar N (2015). Res Chem Intermed 41:4997–5005

    Article  CAS  Google Scholar 

  22. Hekmatshor R, Jahanbakhshi H, Mousavizadeh F, Rahnamafar R (2012). Gu J Sci 25:29–34

    Google Scholar 

  23. Bhosale SV, Kalyankar MB, Nalage SV, Bhosale DS, Pandhare SL, Kotbagi TV, Umbarkar SB, Dongare MK (2011). Synth Commun 41:762–769

    Article  CAS  Google Scholar 

  24. Ghorbani-Choghamarani A, Hajjami M, Gholamian F, Azadi G (2015). Russ J Org Chem 51:352–356

    Article  CAS  Google Scholar 

  25. Zolfigol MA, Khazaei A, Moosavi-Zare AR, Zare A, Asgari Z, Khakyzadeh V, Hasaninejad A (2013). J Ind Eng Chem 19:721–726

    Article  CAS  Google Scholar 

  26. Karami B, Eskandari K, Ghasami A (2012). Turk J Chem 36:601–614

    CAS  Google Scholar 

  27. Karami B, Mohammadpour Dehghani F, Eskandari K (2012). Croat Chem Acta 85:147–153

    Article  CAS  Google Scholar 

  28. Montazeri N, Pourshamsian K, Khodadadi M, Khodadadi K (2011). Oriental J Chem 27:1023–1027

    CAS  Google Scholar 

  29. Shaterian HR, Ranjbar M, Azizi K (2011). J Iran Chem Soc 8:1120–1134

    Article  CAS  Google Scholar 

  30. Rahmatpour A (2012). Catal Lett 142:1505–1511

    Article  CAS  Google Scholar 

  31. Kiyani H, Ghiasi M (2015). Res Chem Intermed 41:5177–5203

    Article  CAS  Google Scholar 

  32. Hosseini MM, Kolvari E, Koukabi N, Ziyaei M, Zolfigol MA (2016). Catal Lett 146:1040–1049

    Article  CAS  Google Scholar 

  33. Mohamadpour F, Maghsoodlou MT, Heydari R, Lashkari M (2016). J Iran Chem Soc 13:1549–1560

    Article  CAS  Google Scholar 

  34. Mirzai M, Valizadeh H (2012). Synth Commun 42:1268–1277

    Article  CAS  Google Scholar 

  35. Tayebee R, Ghadamgahi M (2017). Arab J Chem 10:757–764

    Article  Google Scholar 

  36. Rajack A, Yuvaraju K, Praveen C, Murthy YLN (2013). J Mol Catal A Chem 370:197–204

    Article  CAS  Google Scholar 

  37. Mahdavinia Gh H, Sepehrian H (2008). Chinese Chem Lett 19:1435–1439

    Article  Google Scholar 

  38. Venkat Narsaiah A, Ramesh Reddy A, Yadav JS (2011). Synth Commun 41:2794–2799

    Article  Google Scholar 

Download references

Acknowledgments

Authors thank Ilam University and Iran National Science Foundation (INSF) for financial support of this research project.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Ilam University, P. O. Box, 69315516, Ilam, Iran

    Fatemeh Gholamian & Maryam Hajjami

  2. Department of Environmental Science, Persian Gulf Research Institute, Persian Gulf University, Bushehr, Iran

    Ali Mohammad Sanati

Authors
  1. Fatemeh Gholamian
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  2. Maryam Hajjami
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  3. Ali Mohammad Sanati
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Correspondence to Maryam Hajjami.

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Gholamian, F., Hajjami, M. & Sanati, A.M. Ni-Rhodanine Complex Supported on FSM-16 as Mesoporous Silica Support: Synthesis, Characterization and Application in Synthesis of Tri and Tetrasubstituted Imidazoles and 3,4-Dihydropyrimidine-2-(1H)-Ones. Silicon 12, 2121–2131 (2020). https://doi.org/10.1007/s12633-019-00305-3

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