Skip to main content
SpringerLink
Log in

Hydrolytic cleavage of p-nitrophenyl picolinate by mononuclear Zn(II) and Co(II) complexes with imidazole derivative in CTAB micellar solution

  • Short Communication
  • Published:
Colloid and Polymer Science Aims and scope Submit manuscript

Abstract

One new hydroxyl-functionalized imidazole derivative (L) was synthesized and characterized. Further, the related mononuclear zinc(II) and cobalt(II) complexes were prepared and used as mimic hydrolases to catalyze the hydrolytic cleavage of p-nitrophenyl picolinate (PNPP) in buffered aqueous solution and a micellar solution of cetyltrimethylammonium bromide (CTAB). Observations show that for all of catalytic systems, the hydrolysis of PNPP was pH-dependent in the pH range of 7.00–8.20. Besides, hydrolysis rates of PNPP displayed a constant increase with the increasing concentration of substrate. In the case of CoL-containing system, moreover, much greater acceleration for PNPP hydrolysis was observed in comparison with the ZnL-containing system. However, micellar effect of CTAB micelle aggregates on the PNPP hydrolysis was not obvious only showing 1.0 ∼ 1.3 folds rate difference in contrast to buffered aqueous solution.

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

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

References

  1. Steinreiber J, Ward TR (2008) Coord Chem Rev 252:751

    Article  CAS  Google Scholar 

  2. Desbouis D, Troitsky IP, Belousoff MJ, Spiccia L, Graham B (2012) Coord Chem Rev 256:897

    Article  CAS  Google Scholar 

  3. Mancin F, Scrimin P, Tecilla P (2012) Chem Commun 48:5545

    Article  CAS  Google Scholar 

  4. Murakami Y, Kikuchi J, Hisaeda Y, Hayashida O (1996) Chem Rev 96:721

    Article  CAS  Google Scholar 

  5. Anbu S, Kandaswamy M (2012) Inorg Chim Acta 385:45

    Article  CAS  Google Scholar 

  6. Mancin F, Tecilla P (2007) New J Chem 31:800

    Article  CAS  Google Scholar 

  7. Abuin E, Lissi E, Bridi R (2011) J Chil Chem Soc 56:948

    Article  CAS  Google Scholar 

  8. Orth ES, Brandão TAS, Souza BS, Pliego JR, Vaz BG, Eberlin MN, Kirby AJ, Nome F (2010) J Am Chem Soc 132:8513

    Article  CAS  Google Scholar 

  9. Scarpellini M, Neves A, Hörner R, Bortoluzzi AJ, Szpoganics B, Zucco C, Nome Silva RA, Drago V, Mangrich AS, Ortiz WA, Passos WA, de Oliveira MC, Terenzi H (2003) Inorg Chem 42:8353

    Article  CAS  Google Scholar 

  10. Li DF, Li S, Yang DX, Yu JH, Huang J, Li YZ, Tang WX (2003) Inorg Chem 42:6071

    Article  CAS  Google Scholar 

  11. Qiu LG, Jiang X, Gu LN, Hu G (2007) J Mol Catal A Chem 277:15

    Article  CAS  Google Scholar 

  12. He J, Hu P, Wang YJ, Tong ML, Sun HZ, Mao ZW, Ji LN (2008) Dalton Trans (24):3207

  13. Tjioe L, Meininger A, Joshi T, Spiccia L, Graham B (2011) Inorg Chem 50:4327

    Article  CAS  Google Scholar 

  14. Tjioe L, Joshi T, Forsyth CM, Moubaraki B, Murray KS, Brugger J, Graham B, Spiccia L (2012) Inorg Chem 51:939

    Article  CAS  Google Scholar 

  15. Jiang BY, Xiang Y, Du J, Xie JQ, Hu CW, Zeng XC (2004) Colloid Surf A 235:145

    Article  CAS  Google Scholar 

  16. Jiang WD, Xu B, Lin Q, Li JZ, Fu HY, Zeng XC, Chen H (2007) J Colloid Interf Sci 311:530

    Article  CAS  Google Scholar 

  17. Bazzicalupi C, Bencini A, Berni E, Bianchi A, Fedi V, Fusi V, Giorgi C, Paoletti P, Valtancoli B (1999) Inorg Chem 38:4115

    Article  CAS  Google Scholar 

  18. Kimura E, Nakamura I, Koike T, Shionoya M, Kodama Y, Ikeda T, Shiro M (1994) J Am Chem Soc 116:4764

    Article  CAS  Google Scholar 

  19. Koike T, Kajitani S, Nakamura I, Kimura E, Shiro M (1995) J Am Chem Soc 117:1210

    Article  CAS  Google Scholar 

  20. Menger FM (1979) Acc Chem Res 12:111

    Article  CAS  Google Scholar 

  21. Couderc S, Toullec J (2001) Langmuir 17:3819

    Article  CAS  Google Scholar 

  22. Lee SC, Kim KJ, Jeong Y-K, Chang JH, Choi J (2005) Macromol 38:9291

    Article  CAS  Google Scholar 

  23. Bhattacharya S, Kumar VP (2005) Langmuir 21:71

    Article  CAS  Google Scholar 

  24. Al-Blewi FF, Al-lohedan HA, Rafiquee MZA, Issa ZA (2012) Int J Chem Kinect 45:1

    Article  Google Scholar 

  25. Broxton TJ (1982) Aust J Chem 35:1357

    Article  CAS  Google Scholar 

  26. Nascimento MG, Lezcano MA, Nome F (1992) J Phys Chem 96:5531

    Article  Google Scholar 

  27. Fernández MA, de Rossi RH (2006) Langmuir 22:6523

    Article  Google Scholar 

  28. Gruber B, Kataev E, Aschenbrenner J, Stadlbauer S, König B (2011) J Am Chem Soc 133:20704

    Article  CAS  Google Scholar 

  29. Bhattacharya S, Kumari N (2009) Coord Chem Rev 253:2133

    Article  CAS  Google Scholar 

  30. Jiang WD, Xu B, Lin Q, Li JZ, Liu FA, Zeng XC, Chen H (2008) Colloid Surf A 315:103

    Article  CAS  Google Scholar 

  31. Sigman DS, Jorgensen CT (1972) J Am Chem Soc 94:1724

    Article  CAS  Google Scholar 

  32. Gao HC, Zhu RX, Yang XY, Mao SZ, Zhao S, Yu JY, Du RY (2004) J Colloid Interf Sci 273:626

    Article  CAS  Google Scholar 

  33. Weijnen JGJ, Koudijs A, Schellekens GA, Engbersen JFJ (1992) J Chem Soc Perkin Trans 2:829

    Article  Google Scholar 

  34. Satchell DPN, Satchell RS (1978) Annu Rep Prog Chem Sect A Inorg Phys Chem 75:25

    Article  CAS  Google Scholar 

  35. Lewis MJ, Bamforth CW (2006) Essays in Brewing Science. Springer Press, Germany, pp 105–113, Chap 10

    Google Scholar 

  36. Liszka MJ, Clark ME, Schneider E, Clark DS (2012) Ann Rev Chem Biomol Eng 3:77

    Article  CAS  Google Scholar 

  37. Anfinsen CB (1973) Science 181:223

    Article  CAS  Google Scholar 

  38. Becke AD (1993) J Chem Phys 98:5648

    Article  CAS  Google Scholar 

  39. Jiang WD, He XY, Wang Y, Xu B, Li JZ, Liu FA (2011) Chin J Chem 29:2068

    Article  CAS  Google Scholar 

  40. Nagarajan R (2001) Polym Adv Technol 12:23

    Article  CAS  Google Scholar 

  41. Scrimin P, Tecilla P, Tonellato U (1991) J Org Chem 56:161

    Article  CAS  Google Scholar 

  42. Hampl F, Liska F, Mancin F, Tecilla P, Tonellato U (1999) Langmuir 15:405

    Article  CAS  Google Scholar 

  43. Scrimin P, Tecilla P, Tonellato U (1992) J Phy Org Chem 5:619

    Article  CAS  Google Scholar 

  44. Jiang FB, Jiang BY, Yu XQ, Zeng XC (2002) Langmuir 18:6769

    Article  CAS  Google Scholar 

  45. Underwood AL, Anacker EW (1987) J Colloid Interf Sci 117:242

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work gratefully thanks financial supports by the National Natural Science Foundation of China (No. 21243003), Key Project of Chinese Ministry of Education (No. 210191), Key Project of Key Laboratory of Green Catalysis of Sichuan Institutes of High Education (No. LZJ1201), and Cultivation Fund for the National Natural Science Foundation of China (No. 2011PY07, Sichuan University of Science & Engineering).

Author information

Authors and Affiliations

  1. School of Chemical and Pharmaceutical Engineering, Sichuan University of Science & Engineering, Zigong, 643000, People’s Republic of China

    Weidong Jiang, Bin Xu, Zhen Xiang & Ying Zhang

  2. Key Laboratory of Green Catalysis of Sichuan Institute of High Education, Zigong, 643000, People’s Republic of China

    Weidong Jiang, Bin Xu, Zhen Xiang, Fuan Liu & Ying Zhang

Authors
  1. Weidong Jiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Bin Xu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Zhen Xiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Fuan Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Ying Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Weidong Jiang.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Jiang, W., Xu, B., Xiang, Z. et al. Hydrolytic cleavage of p-nitrophenyl picolinate by mononuclear Zn(II) and Co(II) complexes with imidazole derivative in CTAB micellar solution. Colloid Polym Sci 292, 1439–1447 (2014). https://doi.org/10.1007/s00396-014-3207-y

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00396-014-3207-y

Keywords

Search

Navigation