Skip to main content

Advertisement

SpringerLink
Log in

2-(4-Formylphenyl)phenanthroimidazole as a Colorimetric and Fluorometric Probe for Selective Fluoride Ion Sensing

  • Short Communication
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

An easy-to-prepare chemosensor, 2-(4-formylphenyl)phenanthroimidazole 1, synthesized by facile one-step condensation under microwave irradiation, has been indicated to be a colorimetric and fluorometric probe for fluoride anion with good sensitivity and high selectivity. This probe shows obvious red shift and absorbance intensity changes in UV absorption and fluorescence spectra in the presence of fluoride anions. Such color and absorbance intensity changes are attributed to the deprotonation of N-H on the imidazole moiety with fluoride anion.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

References

  1. Martínez-Manêz R, Sancenón F (2006) Coord Chem Rev 250:3081

    Article  Google Scholar 

  2. Martínez-Manêz R, Sancenón F (2005) J Fluoresc 15:267

    Article  PubMed  Google Scholar 

  3. Suksai C, Tuntulani T (2003) Chem Soc Rev 32:192

    Article  PubMed  CAS  Google Scholar 

  4. Beer PD, Gale PA (2001) Angew Chem Int Ed 40:486

    Article  CAS  Google Scholar 

  5. He X, Hu S, Liu K, Guo Y, Xu J, Shao S (2006) Org Lett 8:333

    Article  PubMed  CAS  Google Scholar 

  6. Cho EJ, Ryu BJ, Lee YJ, Nam KC (2005) Org Lett 7:2607

    Article  PubMed  CAS  Google Scholar 

  7. Esteban-Gómez D, Fabbrizzi L, Licchelli M (2005) J Org Chem 70:5717

    Article  PubMed  Google Scholar 

  8. Vázquez M, Fabbrizzi L, Taglietti A, Pedrido RM, González-Noya AM, Bermejo MR (2004) Angew Chem Int Ed 43:1962

    Article  Google Scholar 

  9. Jose DA, Kumar DK, Ganguly BD (2004) Org Lett 6:3445

    Article  PubMed  CAS  Google Scholar 

  10. Swamy KMK, Lee YJ, Lee HN, Chun J, Kim Y, Kimand SJ, Yoon J (2006) J Org Chem 71:8626

    Article  PubMed  CAS  Google Scholar 

  11. Liu XY, Bai DR, Wang S (2006) Angew Chem Int Ed 45:5475

    Article  CAS  Google Scholar 

  12. Wu JS, Zhou JH, Wang PF, Zhang XH, Wu SK (2005) Org Lett 7:2133

    Article  PubMed  CAS  Google Scholar 

  13. Xu G, Tarr MA (2004) Chem Commun 1050

  14. Cho EJ, Moon JW, Ko SW, Lee JY, Kim SK, Yoon J, Nam KC (2003) J Am Chem Soc 125:12376

    Article  PubMed  CAS  Google Scholar 

  15. Jiang X, Vieweger MC, Bollinger JC, Dragnea B, Lee D (2007) Org Lett 9:3579

    Article  PubMed  CAS  Google Scholar 

  16. Batista RMF, Oliveira E, Costa SPG, Loderio C, Raposo MM (2007) Org Lett 9:3201

    Article  PubMed  CAS  Google Scholar 

  17. Lin CI, Selvi S, Fang JM, Chou PT, Lai CH, Cheng YM (2007) J Org Chem 72:3537

    Article  PubMed  CAS  Google Scholar 

  18. Luxami V, Kumar S (2007) Tetrahedron Lett 48:3083

    Article  CAS  Google Scholar 

  19. Lin Z, Ou S, Duan C, Zhang B, Bai Z (2006) Chem. Commun 624

  20. Kim SK, Bok JH, Bartsch RA, Lee JY, Kim JS (2005) Org Lett 7:4839

    Article  PubMed  CAS  Google Scholar 

  21. Liu ZQ, Shi M, Li FY, Fang Q, Chen ZH, Yi T, Huang CH (2005) Org Lett 7:5481

    Article  PubMed  CAS  Google Scholar 

  22. Kubo Y, Yamamoto M, Ikeda M, Takeuchi M, Shinkai S, Yamaguchi S, Tamao K (2003) Angew Chem Int Ed 42:2036

    Article  CAS  Google Scholar 

  23. Hudnall TW, Gabbaї FP (2007) J Am Chem Soc 129:11978

    Article  PubMed  CAS  Google Scholar 

  24. Lee MH, Agou T, Kobayashi J, Kawashima T, Gabbaї F P (2007) Chem Commun 1133

  25. Kim TH, Choi MS, Sohn BH, Park SY, Lyoo WS, Lee TS (2008) Chem Commun 2364

  26. Lin W, Yuan L, Tan W, Feng J, Long L (2009) Chem Eur J 15:1030

    Article  CAS  Google Scholar 

  27. Lin W, Long L, Yuan L, Cao Z, Chen B, Tan W (2008) Org Lett 10:5577

    Article  PubMed  CAS  Google Scholar 

  28. Day AR, Steck EA (1943) J Am Chem Soc 65:452

    Article  Google Scholar 

  29. Tsai MS, Hsu YC, Lin JT, Chen HC, Hsu CP (2007) J Phys Chem C 111:18785

    Article  CAS  Google Scholar 

  30. Qu Y, Hua J, Tian H (2010) Org Lett 12:3220

    Google Scholar 

  31. Zhang M, Li M, Li F, Cheng Y, Zhang J, Tao Y, Huang C (2008) Dyes Pigm 77:408

    Article  CAS  Google Scholar 

  32. Lee SH, Kim HJ, Lee YO, Vicens J, Kima JS (2006) Tetrahedron Lett 47:4373

    Article  CAS  Google Scholar 

  33. Liu B, Tian H (2005) J Mater Chem 15:2681

    Article  CAS  Google Scholar 

Download references

Acknowledgments

Tianjin University and College of Chemistry, Chemical Engineering and Materials Science, Key Laboratory of Molecular and Nano Probes, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals, Shandong Normal University are acknowledged.

Author information

Authors and Affiliations

  1. Department of Chemistry, College of Science, Tianjin University, Tianjin, 300072, People’s Republic of China

    Fanpeng Kong

  2. College of Chemistry, Chemical Engineering and Materials Science, Key Laboratory of Molecular and Nano Probes, Engineering Research Center of Pesticide and Medicine Intermediate Clean Production, Ministry of Education, Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals, Shandong Normal University, Jinan, 250014, People’s Republic of China

    Qingjian Liu, Xue Wu, Zhen Wang, Qing Chen & Lusheng Chen

Authors
  1. Fanpeng Kong
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Qingjian Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Xue Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Zhen Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Qing Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Lusheng Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Qingjian Liu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kong, F., Liu, Q., Wu, X. et al. 2-(4-Formylphenyl)phenanthroimidazole as a Colorimetric and Fluorometric Probe for Selective Fluoride Ion Sensing. J Fluoresc 21, 1331–1335 (2011). https://doi.org/10.1007/s10895-011-0858-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-011-0858-7

Keywords

Search

Navigation