Citation: Jia Huijie, Han Limin, Zhu Ning, Gao Yuanyuan, Wang Yaqi, Suo Quanling. A Study on Recognition Property of Acetylferrocenyl Benzothiazole to Al³⁺, Cr³⁺ and Fe³⁺[J]. Chinese Journal of Organic Chemistry, ;2019, 39(6): 1753-1760. doi: 10.6023/cjoc201811024 shu

A Study on Recognition Property of Acetylferrocenyl Benzothiazole to Al³⁺, Cr³⁺ and Fe³⁺

Chemical Engineering College, Inner Mongolia University of Technology, Hohhot 010051

Corresponding author: Suo Quanling, szj010062@163.com
Received Date: 19 November 2018
Revised Date: 24 January 2019
Available Online: 21 June 2019
Fund Project: the National Nutural Science Foumdation of China 21266019Project supported by the National Nutural Science Foumdation of China (Nos. 21062011, 21266019, 21761026, 21762032)the National Nutural Science Foumdation of China 21062011the National Nutural Science Foumdation of China 21761026the National Nutural Science Foumdation of China 21762032

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2-(1'-Acetyl-ferrocenyl) benzothiazole (FcSO) probe was synthesized by the acetylization reaction of 2-ferrocenyl benzothiazole, which was obtained from the cyclization reaction of ferrocenecarboxaldehyde with 2-aminothiophenol. Crystal and molecule structures of FcSO probe were characterized by spectra methods and X-ray single crystal diffraction analysis. The recognition ability to Al³⁺, Cr³⁺, Fe³⁺ ions of FcSO probe was researched by three analytical methods of UV-Vis, fluorescence and electrochemistry. The results show that the recognition to Al³⁺, Cr³⁺, Fe³⁺ ions of FcSO probe is effective via three channels, and the detection limits of FcSO probe to Al³⁺, Cr³⁺, Fe³⁺ ions are 7.456×10^-6, 3.72×10^-6 and 1.35×10^-5 mol/L, respectively. ¹H NMR research results indicate that the acetyl, ferrocenyl and benzothiazole groups of FcSO probe play important roles in recognizing Al³⁺, Cr³⁺, Fe³⁺ ions.
- crystal structure,
- acetyl-ferrocenyl-benzothiazole probe,
- multi recognition method,
- trivalent metal ion
1. [1]
2. [2]
  Wilkinson, G.; Rosenblum, M.; Whiting, M. C.; Woodward, R. B. J. Am. Chem.Soc. 1952, 74, 2125. doi: 10.1021/ja01128a527
3. [3]
  Suzanne, F. F.; Béatrice, D. N. J. Photochem. Photobiol., A 2000, 132, 137. doi: 10.1016/S1010-6030(00)00213-6
4. [4]
  Rouf, A.; Tanyeli, C. Eur. J. Med. Chem. 2015, 97, 911. doi: 10.1016/j.ejmech.2014.10.058
5. [5]
  Adzal, O.; Akhtar, M. S.; Kumar, S.; Ali, M. R.; Jaggi, M.; Bawa, S. Eur. J. Med. Chem. 2016, 121, 318. doi: 10.1016/j.ejmech.2016.05.038
6. [6]
  Kamal, A.; Syed, M. A. H.; Mohammed, S. M. Expert Opin. Ther. Pat. 2015, 25, 335. doi: 10.1517/13543776.2014.999764
7. [7]
  (a) Wagh, Y. B.; Kuwar, A.; Sahoo, S. K.; Gallucci, J.; Dalal, D. S. RSC Adv. 2015, 5, 45528.
  (b) Khairnar, N.; Tayade, K.; Sahoo, S. K.; Bondhopadhyay, B.; Basu, A.; Singh, J.; Singh, N.; Gite, V.; Kuwar, A. Dalton Trans. 2015, 44, 2097.
  (c) Li, Z.-X.; Zhao, W.-Y.; Li, X.-Y.; Zhu, Y.-Y.; Liu, C.-M.; Wang, L.-N.; Yu, M.-M.; Wei, L.-H.; Tang, M.-S.; Zhang, H.-Y. Inorg. Chem. 2012, 51, 12444.
  (d) Kumar, C. K.; Trivedi, R.; Giribabu, L.; Niveditha, S.; Bhanuprakash, K.; Sridhar, B. J. Organomet. Chem. 2015, 780, 20.
  (e) Gao, Y.; Liu, H.-M.; Liu, Q.-L.; Wang, W. Tetrahedron Lett. 2016, 57, 1852.
8. [8]
  (a) Ju, H.; Chang, D. J.; Kim, S.; Ryu, H.; Lee, E.; Park, I.-H.; Jung, J. H.; Ikeda, M.; Habata, Y.; Lee, S. S. Inorg. Chem. 2016, 55, 7448.
  (b) Mei, Q. B.; Tian, R. Q.; Shi, Y. J.; Hua, Q. F.; Chen, C.; Tong, B. H. New J. Chem. 2016, 40, 2333.
  (c) Paul, S.; Goswami, S.; Das, M. C. New J. Chem. 2015, 39, 8940.
  (d) Puthiyedath, T.; Bahulayan, D. Sens. Actuators, B 2018, 272, 110.
  (e) Patil, M.; Bothra, S.; Sahoo, S. K.; Rather, H. A.; Vasita, R.; Bendre, R.; Kuwar, A. Sens. Actuators, B 2018, 270, 200.
  (f) Li, W.-T.; Qu, W.-J.; Zhu, X.; Li, Q.; Zhang, H.-L.; Yao, H.; Lin, Q.; Zhang, Y.-M.; Wei, T.-B. Sci. China, Chem. 2017, 60, 754.
  (g) Dong, W.-X.; Bu, L.-L.; Tang, W.-Q.; Zhao, S.-L.; Xie, Y.-S. Sci. China, Chem. 2017, 60, 1212.
  (h) Bai, Z.-Q.; Ren, X.-L.; Gong, Z.; Hao, C.-X.; Chen, Y.-M.; Wan, P.-Y.; Meng, X.-W. Chin. Chem. Lett. 2017, 28, 1901.
  (i) Chen, Y.-H.; Wei, T.-W.; Zhang, Z.-J.; Zhang, W.; Lv, J.; Chen, T.-T.; Chi, B.; Wang, F.; Chen, X.-Q. Chin. Chem. Lett. 2017, 28, 1957.
9. [9]
  (a) He, B.; Pun, A. B.; Zherebetskyy, D.; Liu, Y.; Liu, F.; Klivansky, L. M.; Mcgough, A. M.; Zhang, B.; Lo, K.; Russell, T. P.; Wang, L.-N.; Liu, Y. J. Am. Chem. Soc. 2014, 136, 15093.
  (b) Chereddy, N. R.; Suman, K.; Korrapati, P. S.; Thennarasu, S. A.; Manda, B. Dyes Pigm. 2012, 95, 606.
10. [10]
  Wu, H.; Zhou, P.; Wang, J.; Zhao, L.; Duan, C. New J. Chem. 2009, 33, 653. doi: 10.1039/B815207A
11. [11]
  Perl, D. P.; Gajdusek, D. C.; Garruto, R. M.; Yanagihara, R. T.; Gibbs, C. J. Science 1982, 217, 1053. doi: 10.1126/science.7112111
12. [12]
  (a) Liu, Y.-F.; Hu, J.-F.; Teng, Q.; Zhang, H. Sens. Actuators, B 2017, 238, 166.
  (b) Bhatta, S. R.; Mondal, B.; Vijaykumar, G.; Thakur, A. Inorg. Chem. 2017, 56, 11577.
  (c) González, M. C.; Otón, F.; Espinosa, A.; Tárraga, A.; Molina, P. Chem. Commun. 2013, 49, 9633.
  (d) Kaur, N.; Kaur, P.; Singh, K. Sens. Actuators, B 2016, 229, 499.
  (e) Ponniah S, J.; Barik, S. K.; Thakur, A.; Ganesamoorthi, R.; Ghosh, S. Organometallics 2014, 33, 3096.
13. [13]
  Kumar, C. K.; Trivedi, R.; Giribabu, L.; Niveditha, S.; Bhanuprakash, K.; Sridhar, B. J. Organomet. Chem. 2015, 780, 20. doi: 10.1016/j.jorganchem.2014.12.027
14. [14]
  Wu, X.-F.; Wu, P.; Liu, J.-Y.; Lu, J.; Wang, J.-C. Chin. J. Org. Chem. 2017, 37, 1412 (in Chinese).
15. [15]
  Bakthadoss, M.; Selvakumar, R.; Srinivasan, J. Tetrahedron Lett. 2014, 55, 5808. doi: 10.1016/j.tetlet.2014.08.084
16. [16]
  Sališová, M.; Prokešová, M.; Kubričanová, M.; Toma, Š. Chem. Pap. 1993, 47, 183.
17. [17]
  Sheldrick, G. M. SHELXS-97, University of G ttingen, Germany, 1997.
18. [18]
  Babu, M. M. Nucleic Acids Res. 2003, 31, 3345. doi: 10.1093/nar/gkg528
19. [19]
  Benseiand, H. A.; Hildebran, J. H. J. Am. Chem. Soc. 1949, 71, 2703. doi: 10.1021/ja01176a030
20. [20]
  (a) Mao, J.; Wang, L.-N.; Dou, W.; Tang, X.-L.; Yan, Y.; Liu, W.-S. Org. Lett. 2007, 9, 4567.
  (b) Li, Z.; Hu, Q.; Li, C.; Dou, J.; Cao, J.; Chen, W.; Zhu, Q. Tetrahedron Lett. 2014, 55, 1258.
21. [21]
  Ong, W.; Kaifer, A. E. Organometallics 2003, 22, 4181. doi: 10.1021/om030305x
22. [22]
  (a) Sharma, N.; Ajay, J. K.; Venkatasubbaiah, K.; Lourderaj, U. Phys. Chem. Chem. Phys. 2015, 17, 22204.
  (b) Gu, H.-B.; Mu, S.-D.; Qiu, G.-R.; Li, X.; Zhang, L.; Yuan, Y.-F.; Astruc, D. Coord. Chem. Rev. 2018, 364, 51.
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A Study on Recognition Property of Acetylferrocenyl Benzothiazole to Al3+, Cr3+ and Fe3+

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A Study on Recognition Property of Acetylferrocenyl Benzothiazole to Al³⁺, Cr³⁺ and Fe³⁺