Citation: CHEN Sheng-Tian, ZHANG Yu, ZHAO Jian-Ying, MA Kui-Rong, LI Rong-Qing, TANG Guo-Dong. High Sensitivity and Selectivity of Aminoantipyrine Schiff Base for the Recognition of Fe²⁺[J]. Chinese Journal of Inorganic Chemistry, ;2019, 35(4): 737-744. doi: 10.11862/CJIC.2019.091 shu

High Sensitivity and Selectivity of Aminoantipyrine Schiff Base for the Recognition of Fe²⁺

1.
School of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021, China
2.
Huaian Key Laboratory for Photoelectric Conversion and Energy Storage Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huai′an, Jiangsu 223300, China

Corresponding author: ZHANG Yu, yuzhang@hytc.edu.cn ZHAO Jian-Ying, zhaojy008@hytc.edu.cn
Received Date: 23 November 2018
Revised Date: 23 January 2019

Figures(9)

An aminoantipyrine based chemosensor, (E)-1, 5-dimethyl-4-((2-(4-methylpyridin-2-yl)pyridin-4-yl)methyleneamino)-2-phenyl-1, 2-dihydropyrazol-3-one(L), derived from 4-aminoantipyrine and 2-(4-methylpyridin-2-yl) isonicotinaldehyde, was synthesized and the optical and metal sensing properties were investigated. The chemosensor L showed a selective colorimetric sensing ability for Fe²⁺ by changing colors from pale yellow to deep red in water-ethanol (9:1, V/V) medium, which facilitates the 'naked-eye' recognition of Fe²⁺ from other examined metal ions. The complex stoichiometry of Fe²⁺ to L(1:3, [FeL₃]²⁺) was obtained by Job's method. The association constant was determined to be 3.70×10²¹ L³·mol^-3. The present results indicate that the chemosensor L could be used as a selective, sensitive colorimetric sensor for Fe²⁺.
- Schiff base receptor,
- chemosensor for Fe²⁺,
- spectral characterization
1. [1]
  Pierre J L, Fontecave M, Crichton R R. Biometals, 2002, 15:341-346 doi: 10.1023/A:1020259021641
2. [2]
  Frausto da Silva J J R, Williams R J P. The Biological Chemistry of the Elements:the Inorganic Chemistry of Life. Oxford:Clarendon Press, 1991:101
3. [3]
  Bertini I, Gray H B, Lippard S J, et al. Bioinorganic Chem-istry. Mill Valley: University Science Book, 1994.
4. [4]
  Nolan E M, Lippard S J. Chem. Rev., 2008, 108:3443-3480 doi: 10.1021/cr068000q
5. [5]
  Domaille D W, Que E L, Chang C J. Nat. Chem. Biol., 2008, 4:168-175 doi: 10.1038/nchembio.69
6. [6]
  Silva A P, Fox D B, Huxley A J M, et al. Chem. Rev., 2000, 205:41-57
7. [7]
  Czarnik A. Fluorescent Chemosensors for Ion and Molecule Recognition. Washington, DC: American Chemical Society, 1992.
8. [8]
  Kim H M, Cho B R. Acc. Chem. Res., 2009, 42:863-872 doi: 10.1021/ar800185u
9. [9]
  Matzanke B F, Muller-Matzanke G, Raymond K N. Iron Carriers and Iron Proteins: Vol.5. Loehr T M. Ed., New York: VCH, 1989.
10. [10]
  Gray H B, Winkler J R. Annu. Rev. Biochem., 1996, 65:537-561 doi: 10.1146/annurev.bi.65.070196.002541
11. [11]
  Kaplan C D, Kaplan J. Chem. Rev., 2009, 109:4536-4552 doi: 10.1021/cr9001676
12. [12]
  Okonko D O, Grzeslo A, Witkowski T, et al. J. Am. Coll. Cardiol., 2008, 51:103-112 doi: 10.1016/j.jacc.2007.09.036
13. [13]
  Freixenet N, Vilardell C, Llaurad G, et al. Diabetes Res. Clin. Pract., 2011, 91:33-36 doi: 10.1016/j.diabres.2010.10.003
14. [14]
  McLaren C E, Gordeuk V R, Chen W P, et al. Transl. Res., 2008, 151:97-109 doi: 10.1016/j.trsl.2007.10.002
15. [15]
  Dixon S J, Lemberg K M, Lamprecht M R. Cell, 2012, 149:1060-1072 doi: 10.1016/j.cell.2012.03.042
16. [16]
  Yu H, Guo P, Xie X. J. Cell Mol. Med., 2017, 21:648-657 doi: 10.1111/jcmm.2017.21.issue-4
17. [17]
  Zhu C C, Wang M J, Qiu L, et al. Dyes Pigm., 2018, 157:328-333 doi: 10.1016/j.dyepig.2018.05.008
18. [18]
  Canfranc E, Abarca A, Sierra I, et al. J. Pharm. Biomed. Anal., 2001, 25:103-108 doi: 10.1016/S0731-7085(00)00487-8
19. [19]
  Tangen G, Wickstrm T, Lierhagen S, et al. Environ. Sci. Technol., 2002, 36:5421-5425 doi: 10.1021/es020077i
20. [20]
  Oh J W, Kim T H, Yoo S W, et al. Sens. Actuators A, 2013, 177:813-817 doi: 10.1016/j.snb.2012.11.066
21. [21]
  Lee J A, Eom G H, Park H M, et al. J. Korean Chem. Soc., 2012, 33:3625-3628 doi: 10.5012/bkcs.2012.33.11.3625
22. [22]
  YUAN Yue-Hua, TIAN Mao-Zhong, FENG Feng, et al. Progress in Chemistry, 2010, 22(10):1929-1939
23. [23]
  QIU Lin, JI Yi-Fan, ZHU Cheng-Cheng, et al. Chinese J. Inorg. Chem., 2014, 30(1):169-178
24. [24]
  Zhang Y Y, Chen X Z, Liu X Y, et al. Sens. Actuators B, 2018, 273:1077-1084 doi: 10.1016/j.snb.2018.07.012
25. [25]
  Choa C H C C, Wan C F, Wu A T. Inorg. Chem. Commun., 2014, 41:88-91 doi: 10.1016/j.inoche.2013.12.027
26. [26]
  Wang S, Gwon S Y, Kim S H. Spectrochim. Acta Part A, 2010, 76:293-296 doi: 10.1016/j.saa.2009.12.018
27. [27]
  Tamil S G, Kumaresan M, Sivaraj R, et al. Sens. Actuators B, 2016, 229:181-189 doi: 10.1016/j.snb.2016.01.097
28. [28]
  Zhou Y, Zhou H, Zhang J, et al. Spectrochim. Acta Part A, 2012, 98:14-17 doi: 10.1016/j.saa.2012.08.025
29. [29]
  Xiong J J, Huang P C, Zhang C Y, et al. Sens. Actuators B, 2016, 226:30-36 doi: 10.1016/j.snb.2015.11.113
30. [30]
  Hao Z Y, Liu Q W, Xu J, et al. Chem. Pharma. Bull., 2010, 58:1306-1312 doi: 10.1248/cpb.58.1306
31. [31]
  Siddan P, Somasundharam S P. Tetrahedron Lett., 2015, 56:5920-5923 doi: 10.1016/j.tetlet.2015.09.032
32. [32]
  Wang Y W, Zhang Y, Zhu D R, et al. Spectrochim. Acta Part A, 2015, 147:31-42 doi: 10.1016/j.saa.2015.02.053
33. [33]
  Grynkiewcz G, Poenie M, Tsein R Y. J. Biol. Chem., 1985, 260:3440-3450
34. [34]
  Dixon I M, Khan S, Alary F, et al. Dalton Trans., 2014, 43:15898-15905 doi: 10.1039/C4DT01939C
35. [35]
  John P P, Matthias E, Kieron B. J. Chem. Phys., 1996, 105:9982-9985 doi: 10.1063/1.472933
36. [36]
  Frisch M J, Trucks G W, Schlegel H B, et al. Gaussian 09, Revision A.02, Gaussian Inc, Wallingford, CT, 2009.
37. [37]
  Dennington R, Keith T, Millam J. GaussView, Semichem Inc., Shawnee Mission, KS, 2009.
38. [38]
  Zhou X, Yu B, Guo Y, et al. Inorg. Chem., 2010, 49:4002-4007 doi: 10.1021/ic901354x
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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

High Sensitivity and Selectivity of Aminoantipyrine Schiff Base for the Recognition of Fe2+

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通讯作者: 陈斌, bchen63@163.com

High Sensitivity and Selectivity of Aminoantipyrine Schiff Base for the Recognition of Fe²⁺