A Colorimetric and Fluorimetric Chemodosimeter for Copper Ion Based on the Conversion of Dihydropyrazine to Pyrazine

Chemistry - An Asian Journal

Volumn 11, Issue 1, 2016, Pages 136-140

  Li, Junbo ^a,b   Chen, Shao ^b   Zhang, Pian ^b   Wang, Zilong ^a   Long, Guankui ^a   Ganguly, Rakish ^c   Li, Yongxin ^c   Zhang, Qichun ^a,c  

^a NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

^b WUHAN INSTITUTE OF TECHNOLOGY   (China)

^c Nanyang Technological University   (Singapore)

Author keywords

azaacene; copper ions; oxidation; pyrazine; sensors

Indexed keywords

CHLORINE COMPOUNDS; COLOR; COLORIMETRY; COPPER; FLUORESCENCE; LEAD; MANGANESE; MERCURY (METAL); METALS; OXIDATION; SENSORS;

AZAACENE; CHEMODOSIMETERS; COMMON METALS; COPPER IONS; FLUORIMETRIC; MIXED SOLVENT; PYRAZINES; RED FLUORESCENT;

METAL IONS;

3,16,21,24-HEX-(TRIISOPROPYLSILYL)ETHYNYL)-6,23-DIHYDRO-6,7,14,15,22,23-HEXAZA-TRIANTHRYLENE; ANTHRACENE DERIVATIVE; COPPER; ION; PYRAZINE DERIVATIVE;

CHEMICAL STRUCTURE; CHEMISTRY; COLORIMETRY; FLUOROMETRY; MOLECULAR MODEL; OXIDATION REDUCTION REACTION; SYNTHESIS;

ANTHRACENES; COLORIMETRY; COPPER; FLUOROMETRY; IONS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PYRAZINES;

EID: 84954046049     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.201500932     Document Type: Article

References (45)

1. P. L. Malvankar, V. M. Shinde, Analyst 1991, 116, 1081;
2. M. Wang, K. H. Leung, S. Lin, D. S. H. Chan, D. W. J. Kwong, C. H. Leung, D. L. Ma, Sci. Rep. 2014, 4, 6794.
3. H. H. Wang, L. Xue, Z. J. Fang, G. P. Li, H. Jiang, New J. Chem. 2010, 34, 1239;
4. J. B. Li, X. L. Yu, X. W. Liu, Y. Gao, Y. Zeng, Q. H. Hu, J. Guo, Z. Q. Pan, Sens. Lett. 2011, 9, 1331.
5. M. J. Yuan, W. D. Zhou, X. F. Liu, M. Zhu, J. B. Li, X. D. Yin, H. Y. Zheng, Z. C. Zuo, C. B. Ouyang, H. B. Liu, Y. L. Li, D. B. Zhu, J. Org. Chem. 2008, 73, 5008;
6. H. B. Liu, Z. C. Zuo, Y. B. Guo, Y. J. Li, Y. L. Li, Angew. Chem. Int. Ed. 2010, 49, 2705;
7. Angew. Chem. 2010, 122, 2765;
8. J.-F. Zhao, Y. Liu, J. B. Soh, Y. Li, R. Ganguly, K. Ye, F. Huo, L. Huang, A. I. Y. Tok, J. S. C. Loo, Q. Zhang, Tetrahedron Lett. 2012, 53, 6044;
9. G. Li, J. Gao, Q. Zhang, Asian J. Org. Chem. 2014, 3, 203.
10. Q. H. You, A. W. M. Lee, W. H. Chan, X. M. Zhu, K. C. F. Leung, Chem. Commun. 2014, 50, 6207;
11. J. Y. Noh, G. J. Park, Y. J. Na, H. Y. Jo, S. A. Lee, C. Kim, Dalton Trans. 2014, 43, 5652;
12. C. Kar, M. D. Adhikari, A. Ramesh, G. Das, Inorg. Chem. 2013, 52, 743;
13. X. R. He, H. B. Liu, Y. L. Li, S. Wang, Y. J. Li, N. Wang, J. C. Xiao, X. H. Xu, D. B. Zhu, Adv. Mater. 2005, 17, 2811.
14. A. W. Varnes, R. B. Dodson, E. L. Wehry, J. Am. Chem. Soc. 1972, 94, 946;
15. J. A. Kemlo, T. M. Shepherd, Chem. Phys. Lett. 1977, 47, 158.
16. V. Dujols, F. Ford, A. W. Czarnik, J. Am. Chem. Soc. 1997, 119, 7386;
17. M. Kumar, N. Kumar, V. Bhalla, P. R. Sharma, T. Kaur, Org. Lett. 2012, 14, 406.
18. Q. P. Shen, S. Y. Tang, W. H. Li, Z. Nie, Z. L. Liu, Y. Huang, S. Z. Yao, Chem. Commun. 2012, 48, 281.
19. J. B. Li, Y. Zeng, Q. H. Hu, X. L. Yu, J. Guo, Z. Q. Pan, Dalton Trans. 2012, 41, 3623;
20. J. Y. Jung, M. Y. Kang, J. Y. Chun, J. H. Lee, J. M. Kim, J. H. Kim, Y. M. Kim, S. J. Kim, C. M. Lee, J. Y. Yoon, Chem. Commun. 2013, 49, 176;
21. X. M. Wu, Z. Q. Guo, Y. Z. Wu, S. Q. Zhu, T. D. James, W. H. Zhu, ACS Appl. Mater. Interfaces 2013, 5, 12215.
22. J. B. Li, Q. C. Zhang, ACS Appl. Mater. Interfaces 2015, DOI: 10.1021/acsami.5b00113;
23. U. H. F. Bunz, J. U. Engelhart, B. D. Lindner, M. Schaffroth, Angew. Chem. Int. Ed. 2013, 52, 3810;
24. Angew. Chem. 2013, 125, 3898;
25. Q. Miao, Adv. Mater. 2014, 26, 5541;
26. C. Wang, P. Gu, B. Hu, Q. Zhang, J. Mater. Chem. C 2015, DOI: 10.1039/C5TC02080H;
27. Y. Wu, Z. Yin, J. Xiao, Y. Liu, F. Wei, K. J. Tan, C. Kloc, L. Huang, Q. Yan, F. Hu, H. Zhang, Q. Zhang, ACS Appl. Mater. Interfaces 2012, 4, 1883;
28. G. Li, Y. Wu, J. Gao, C. Wang, J. Li, H. Zhang, Y. Zhao, Y. Zhao, Q. Zhang, J. Am. Chem. Soc. 2012, 134, 20298;
29. G. Li, H. M. Duong, Z. Zhang, J. Xiao, L. Liu, Y. Zhao, H. Zhang, F. Huo, S. Li, J. Ma, F. Wudl, Q. Zhang, Chem. Commun. 2012, 48, 5974;
30. Q. Zhang, J. Xiao, Z. Y. Yin, H. M. Duong, F. Qiao, F. Boey, X. Hu, H. Zhang, F. Wudl, Chem. Asian J. 2011, 6, 856;
31. G. Li, Y. Wu, J. Gao, J. Li, Y. Zhao, Q. Zhang, Chem. Asian J. 2013, 8, 1574;
32. G. Li, K. Zheng, C. Wang, K. S. Leck, F. Hu, X. W. Sun, Q. Zhang, ACS Appl. Mater. Interfaces 2013, 5, 6458.
33. F. Kummer, H. Zimmermann, Ber. Bunsen-Ges. 1967, 71, 1119.
34. Z. K. He, R. X. Mao, D. Q. Liu, Q. Miao, Org. Lett. 2012, 14, 4190.
35. J. U. Engelhart, O. Tverskoy, U. H. F. Bunz, J. Am. Chem. Soc. 2014, 136, 15166;
36. B. D. Lindner, J. U. Engelhart, O. Tverskoy, A. L. Appleton, F. Rominger, A. Peters, H. J. Himmel, U. H. F. Bunz, Angew. Chem. Int. Ed. 2011, 50, 8588;
37. Angew. Chem. 2011, 123, 8747;
38. Z. X. Liang, Q. Tang, J. B. Xu, Q. Miao, Adv. Mater. 2011, 23, 1535;
39. C. Y. Wang, J. Zhang, G. K. Long, N. Aratani, H. Yamada, Y. Zhao, Q. Zhang, Angew. Chem. Int. Ed. 2015, 54, 6292;
40. Angew. Chem. 2015, 127, 6390.
41. E. Leete, O. Ekechukwu, P. Delvigs, J. Org. Chem. 1966, 31, 3734.
42. S. B. Miao, S. M. Brombosz, P. V. R. Schleyer, J. I. Wu, S. Barlow, S. R. Marder, K. I. Hardcastle, U. H. F. Bunz, J. Am. Chem. Soc. 2008, 130, 7339.
43. S. Choudhary, C. Gozalvez, A. Higelin, I. Krossing, M. Melle-Franco, A. Mateo-Alonso, Chem. Eur. J. 2014, 20, 1525.
44. L. Yuan, W. Y. Lin, Y. M. Feng, Org. Biomol. Chem. 2011, 9, 1723.
45. D. M. Nanditha, M. Dissanayake, R. A. Hatton, R. J. Curry, P. S. R. Silva, Appl. Phys. Lett. 2007, 90, 113505.