Skip to main content
Log in

Zirconium Schiff-Base Complex Modified Mesoporous Silica as an Efficient Catalyst for the Synthesis of Nitrogen Containing Pyrazine Based Heterocycles

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

Zirconium Schiff-base complex modified SBA-15 was synthesized and characterized by powder X-ray diffraction (XRD), BET nitrogen adsorption–desorption methods, IR spectroscopy and thermogravimetric analysis. The XRD and BET analyses show that textural properties of SBA-15 were retained during the grafting procedure. The modified SBA was successfully applied as a heterogeneous catalyst for the synthesis of a library of nitrogen containing pyrazine based heterocycles in good to excellent yields in water media.

Graphical Abstract

Zirconium Schiff-base complex modified mesoporous silica as an efficient catalyst for the synthesis of nitrogen containing pyrazine based heterocycles

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 2

Similar content being viewed by others

References

  1. Wu Y, He LN, Du Y, Wang JQ, Miao CX, Li W (2009) Tetrahedron 65:6204

    Article  CAS  Google Scholar 

  2. Chakraborti AK, Kondaskar A (2003) Tetrahedron Lett 44:8315

    Article  CAS  Google Scholar 

  3. Mo LP, Zhang ZH (2011) Curr Org Chem 15:3800

    Article  CAS  Google Scholar 

  4. Zhang ZH, Li TS (2009) Curr Org Chem 13:1

    Article  CAS  Google Scholar 

  5. Bhagat S, Chakraborti AK (2007) J Org Chem 72:1263

    Article  CAS  Google Scholar 

  6. Chakraborti AK, Gulhane R (2004) Synlett 4:627

    Article  Google Scholar 

  7. Repo T, Klinga M, Linen PP, Leskela M, Uusitalo AM, Pakkanen T, Hakala K, Aaltonen P, Lofgren B (1997) Macromolecules 30:171

    Article  CAS  Google Scholar 

  8. Sharma RK, Sharma C (2011) Catal Commun 12:327

    Article  CAS  Google Scholar 

  9. Salinier V, Niccolai GP, Dufaud V, Basset JM (2009) Adv Synth Catal 351:2168

    Article  CAS  Google Scholar 

  10. Krishnakumar B, Swaminathan M (2011) J Mol Catal A Chem 350:16 and references cited in

    Google Scholar 

  11. Hasaninejad A, Zare A, Zolfigol MA, Shekouhy M (2009) Synth Commun 39:569

    Article  CAS  Google Scholar 

  12. Lu HY, Yang SH, Deng J, Zhang ZH (2010) Aust J Chem 63:1290

    Article  Google Scholar 

  13. Krishnakumar B, Swaminathan M (2011) Bull Chem Soc Jpn 84:1261

    Article  CAS  Google Scholar 

  14. Hara T, Takami Y, Ichikuni N, Shimazu S (2012) Chem Lett 41:488

    Article  CAS  Google Scholar 

  15. Hou JT, Liu YH, Zhang ZH (2010) J Heterocycl Chem 47:703

    CAS  Google Scholar 

  16. Li J, Jiang DN, Chen JX, Liu MC, Ding JC, Wu HY (2011) J Heterocycl Chem 48:403

    Article  CAS  Google Scholar 

  17. Zhao D, Feng J, Huo Q, Melosh N, Fredrickson GH, Chmelka B, Stucky GD (1998) Science 279:548

    Article  CAS  Google Scholar 

  18. Chisem IC, Rafelt J, Shieh MT, Chisem J, Clark JH, Jachuck R, Macquarrie D, Ramshaw C, Scott K (1998) Chem Commun 18:1949

    Article  Google Scholar 

  19. Sarkar K, Dhara K, Nandi M, Roy P, Bhaumik A, Banerjee P (2009) Adv Funct Mater 19:223

    Article  CAS  Google Scholar 

  20. Marler B, Oberhagemann U, Vortmann S, Gies H (1996) Microporous Mater 6:375

    Article  CAS  Google Scholar 

  21. Sing KSW, Everett DH, Haul RAW, Moscou L, Pierotti RA, Rouquerol J, Siemieniewska T (1985) Pure Appl Chem 57:603

    Article  CAS  Google Scholar 

  22. Oliveira P, Machado A, Ramos AM, Fonseca IM, Braz Fernandes FM, Botelho do Rego AM, Vital J (2007) Catal Lett 114:192

  23. Jarrais B, Pereira C, Silva AR, Carvalho AP, Pires J, Freire C (2009) Polyhedron 28:994

    Article  CAS  Google Scholar 

  24. Silva AR, Wilson K, Clark JH, Freire C (2006) Microporous Mesoporous Mater 91:128

    Article  CAS  Google Scholar 

  25. Wang JQ, Huang L, Xue M, Wang Y, Gao L, Zhu JH, Zou Z (2008) J Phys Chem C 112:5014

    Article  CAS  Google Scholar 

  26. Anand N, Reddy KHP, Rao KSR, Burri DR (2011) Catal Lett 141:1355

    Article  CAS  Google Scholar 

  27. Karimi B, Zamani A, Abedia S, Clark JH (2009) Green Chem 11:109

    Article  CAS  Google Scholar 

  28. Subrahmanyam CS, Narayanan S (2011) Asian J Chem 23:1331

    CAS  Google Scholar 

  29. Venkateswarlu Y, Leelavathi P (2010) Lett Org Chem 7:208

    Article  CAS  Google Scholar 

  30. Narsaiah AV, Kumar JK (2012) Synth Commun 42:883

    Article  CAS  Google Scholar 

  31. Raghuveerachary P, Devanna N (2011) Asian J Chem 23:1628

    CAS  Google Scholar 

Download references

Acknowledgments

The authors are grateful to University of Birjand and Pyame Noor University for partial financial support of this work.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Reihaneh Malakooti.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 17945 kb)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Malakooti, R., Bardajee, G.R., Mahmoudi, H. et al. Zirconium Schiff-Base Complex Modified Mesoporous Silica as an Efficient Catalyst for the Synthesis of Nitrogen Containing Pyrazine Based Heterocycles. Catal Lett 143, 853–861 (2013). https://doi.org/10.1007/s10562-013-0999-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-013-0999-1

Keywords

Navigation