Citation: Wu Linhua, Han Lifeng, Ta Honggui. Synthesis of 4-Amino-7-nitrobenzo-2-oxa-1, 3-oxadiazole Derivative and Its Recognition Behavior towards Hg (Ⅱ)[J]. Chemistry, ;2017, 80(7): 667-671. shu

Synthesis of 4-Amino-7-nitrobenzo-2-oxa-1, 3-oxadiazole Derivative and Its Recognition Behavior towards Hg (Ⅱ)

1.
College of Chemistry and Material Science, Longyan University, Longyan 364012
2.
School of Material and Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450001

Received Date: 17 October 2016
Accepted Date: 3 March 2017

Figures(8)

A novel 4-amino-7-nitrobenzo-2-oxa-1, 3-oxadiazole derivative (NBD-OEt) were synthesized via two steps by using 4-chloro-7-nitrobenzo-2-oxa-1, 3-diazole(NBD-Cl), ethylenediamine and ethyl bromoacetate as raw materials. The structure of NBD-OEt was confirmed by ¹H NMR, ¹³C NMR and ESI-MS. The response to Hg²⁺ in HEPES aqueous buffer system containing 40% ethanol at pH 7.40, and the binding mode of NBD-OEt with Hg²⁺ were investigated. The results showed that the addition of Hg²⁺ could induce the red-shift of absorption band from 476 nm to 514 nm. Two clear isoabestic point were observed at 347 nm and 482 nm. With increasing the concentration of Hg²⁺, the weak fluorescence emission peak at 536 nm of NBD-OEt was intensified and red shifted to 559 nm with a obvious isoemission at 525 nm. Job's test showed that receptor NBD-OEt coordinate to Hg²⁺ in a 1:1 stoichiometry.
- NBD-OEt,
- Cation Recognition,
- Fluorescence Recognition,
- Mercury Ion
1. [1]
  Y Sungho, E A Aaron, P W Audrey et al. J. Am. Chem. Soc., 2005, 127:16030~16031.
2. [2]
  J S Kim, M G Choi, K C Song et al. Org. Lett., 2007, 9:1129~1132.
3. [3]
  A Coskun, U E Akkaya. J. Am. Chem. Soc., 2006, 128:14474~14475.
4. [4]
  B Liu, H Tian. Chem. Commun., 2005, 25:3156~3158.
5. [5]
  Y K Yang, K J Yook, J Tae. J. Am. Chem. Soc., 2005, 127:16760~16761.
6. [6]
  D X Zeng, Y Chen. J. Photochem. Photobiol. A, 2007, 186:121~124.
7. [7]
8. [8]
  A Chattopadhyay. Chem. Phys. Lipids, 1990, 53:1~15.
9. [9]
  A Chattopadhyay, E London. Biochim. Biophys. Acta, 1988, 938:24~34.
10. [10]
  M Boiocchi, L Fabbrizzi, M Licchelli et al. Chem. Commun., 2003, 9:1812~1813.
11. [11]
  S Banthia, A Samanta. New. J. Chem., 2005, 29:1007~1010.
12. [12]
  L Fabbrizzi, M Licchelli, A Poggi et al. Polyhedron, 2004, 23:373~378.
13. [13]
  T Gunnlaugsson, T C Lee, R Parkesh. Org. Lett., 2003, 5:4065~4068.
14. [14]
  B Ramachandram, A Samanta. J. Phys. Chem. A, 1998, 102:10579~10587.
15. [15]
16. [16]
  M M Henary, C J Fahrni. J. Phys. Chem. A, 2002,106:5210~5220.
17. [17]
  I Leray, B Valeur, F O'Reilly et al. Chem. Commun.,1999, 9:795~796.
18. [18]
  S A Mcfarland, S Finneyn. J. Am. Chem. Soc., 2001,123:1260~1261.
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沈阳化工大学材料科学与工程学院沈阳 110142