Skip to main content
Log in

Synthesis of coumarin derivatives containing 2-aminothiazole moiety and their recognition of metal ions

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

Two new coumarin derivatives bearing 2-aminothiazole moiety were synthesized and the molecular structures were confirmed by NMR and HRMS. In acetonitrile, C1 exhibited a selective fluorescence enhancement effect to Mg2+ among the metal ions examined. C2 showed a selective fluorescence quenching effect to Co2+.

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
Scheme 2
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. A.P. de Silva, H.Q.N. Gunatatne, T. Gunnlauggson, A.J.M. Huxley, C.P. McCoy, J.T. Radmancher, T.E. Rice, Chem. Rev. 97, 1515 (1997)

    Article  Google Scholar 

  2. B. Valeur, I. Leray, Coord. Chem. Rev. 205, 3 (2000)

    Article  CAS  Google Scholar 

  3. H.N. Kim, M.H. Lee, H.J. Kim, J.S. Kim, J. Yoon, Chem. Soc. Rev. 37, 1465 (2008)

    Article  CAS  Google Scholar 

  4. H.N. Kim, Z.Q. Guo, W.H. Zhu, J. Yoon, H. Tian, Chem. Soc. Rev. 40, 79 (2011)

    Article  CAS  Google Scholar 

  5. Y. Jeong, J. Yoon, Inorg. Chim. Acta 381, 2 (2012)

    Article  CAS  Google Scholar 

  6. Y.X. Song, Z. Chen, H.Q. Li, Curr. Org. Chem. 16, 2690 (2012)

    Article  CAS  Google Scholar 

  7. H. Turki, S. Abid, S. Fery-Forgues, R. El Gharbi, Dyes Pigm. 73, 311 (2007)

    Article  CAS  Google Scholar 

  8. X.Y. Hu, X.L. Zhang, G.J. He, C. He, C.Y. Duan, Tetrahedron 67, 1091 (2011)

    Article  CAS  Google Scholar 

  9. W.Y. Lin, L. Yuan, J.B. Feng, X.W. Cao, Eur. J. Org. Chem. 2008, 2689 (2008)

  10. D. Maity, T. Govindaraju, Inorg. Chem. 50, 11282 (2011)

    Article  CAS  Google Scholar 

  11. J.Q. Jiang, C. Gou, J. Luo, C.L. Yi, X.Y. Liu, Inorg. Chem. Commun. 15, 12 (2012)

    Article  CAS  Google Scholar 

  12. Z.J. Zhou, N. Li, A.J. Tong, Anal. Chim. Acta 702, 81 (2011)

    Article  CAS  Google Scholar 

  13. Z.C. Xu, X. Liu, J. Pan, D.R. Spring, Chem. Commun. 48, 4764 (2012)

    Article  CAS  Google Scholar 

  14. S.S. Huang, S. He, Y. Lu, F.F. Wei, X.S. Zeng, L.C. Zhao, Chem. Commun. 47, 2408 (2011)

    Article  CAS  Google Scholar 

  15. M. Taki, M. Desaki, A. Ojida, S. Iyoshi, T. Hirayama, I. Hamachi, Y. Yamamoto, J. Am. Chem. Soc. 130, 12564 (2008)

    Article  CAS  Google Scholar 

  16. G. Pagona, S.P. Economopoulos, G.K. Tsikalas, H.E. Katerinopoulos, N. Tagmatarchis, Chem. Eur. J. 16, 11969 (2010)

    Article  CAS  Google Scholar 

  17. I.T. Ho, T.L. Lai, R.T. Wu, M.T. Tsai, C.M. Wu, G.H. Lee, W.S. Chung, Analyst 137, 5770 (2012)

    Article  CAS  Google Scholar 

  18. M.T. Lee, C.K. Yen, W.P. Yang, H.H. Chen, C.H. Liao, C.H. Tsai, C.H. Chen, Org. Lett. 6, 1241 (2004)

    Article  CAS  Google Scholar 

  19. H. Zhang, T.Z. Yu, Y.L. Zhao, D.W. Fan, Y.J. Xia, P. Zhang, Synth. Met. 160, 1642 (2010)

    Article  CAS  Google Scholar 

  20. T.Z. Yu, P. Zhang, Y.L. Zhao, H. Zhang, J. Meng, D.W. Fan, L.L. Chen, Y.Q. Qiu, Org. Electron. 11, 41 (2010)

    Article  CAS  Google Scholar 

  21. Z.W. Liu, M.G. Helander, Z.B. Wang, Z.H. Lu, J. Phys. Chem. C 114, 1193 (2010)

    Google Scholar 

  22. J.R. Mannekutla, B.G. Mulimani, S.R. Inamdar, Spectrochim. Acta Part A 69, 419 (2008)

    Article  CAS  Google Scholar 

  23. R.M. Christie, K.M. Morgan, M.S. Islam, Dyes Pigm. 76, 741 (2008)

    Article  CAS  Google Scholar 

  24. U.S. Raikar, V.B. Tangod, S.R. Mannopantar, B.M. Mastiholi, Opt. Commun. 283, 4289 (2010)

    Article  CAS  Google Scholar 

  25. K. Komatsu, Y. Urano, H. Kojima, T. Nagano, J. Am. Chem. Soc. 129, 13447 (2007)

    Article  CAS  Google Scholar 

  26. M.P. Brun, L. Bischoff, C. Garbay, Angew. Chem. Int. Ed. 43, 3432 (2004)

    Article  CAS  Google Scholar 

  27. G.F. Chen, H.M. Jia, L.Y. Zhang, J. Hu, B.H. Chen, Y.L. Song, J.T. Li, G.Y. Bai, Res. Chem. Intermed. 39, 4081 (2013)

    Article  CAS  Google Scholar 

  28. B. Valeur, J. Pouget, J. Bourson, M. Kaschke, N.P. Ernsting, J. Phys. Chem. 96, 6545 (1992)

    Google Scholar 

  29. J.A. Cabello, J.M. Campelo, A. Garcia, D. Luna, J.M. Marinas, J. Org. Chem. 49, 5195 (1984)

    Article  CAS  Google Scholar 

  30. A.M. Song, X.B. Wang, K.S. Lam, Tetrahedron Lett. 44, 1755 (2003)

    Article  CAS  Google Scholar 

  31. C. Muller, P. Even, M.L. Viriot, M.C. Carré, Helv. Chim. Acta 84, 3735 (2001)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The project was supported by Natural Science Foundation of Hebei Province (B2011201072). and Foundation of Hebei University (2009-163).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Guo Feng Chen.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chen, G.F., Zhang, L.Y., Li, H.Y. et al. Synthesis of coumarin derivatives containing 2-aminothiazole moiety and their recognition of metal ions. Res Chem Intermed 41, 4273–4281 (2015). https://doi.org/10.1007/s11164-013-1528-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-013-1528-y

Keywords

Navigation