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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 12: 2485 - 2495

DOI: https://doi.org/10.6023/cjoc201307016

Reviews

Recent Progress in Receptor Compounds Based on Carbazole Derivatives for Anion Recognition and Sensing

  • Liu Yong ,
  • Zhang Feng ,
  • Zou Linbo ,
  • Jian Junyou ,
  • Bao Xiaoping
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  • Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Received date: 2013-07-11

  Revised date: 2013-07-31

  Online published: 2013-08-21

Supported by

Project supported by the National Natural Science Foundation of China (No. 21161005) and the Graduate Innovation Foundation of Guizhou University (No. 2013034).

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Abstract

Carbazole and its derivatives are one kind of important nitrogen-containing heterocyclic compounds with a large conjugated system and a rigid structure, and it is easy to introduce different groups into the carbazole backbone. Carbazole compounds have a good fluorescent property, and its NH unit itself can work as one recognition site for anions. In this paper, the recent progress of carbazole-based anion receptors is summarized according to the different geometrical structures of receptor compounds, such as linear, cleft-shaped, cyclic, branched, tripodal, oligomer, polymer etc. The developing prospects of this kind of anion receptors are also discussed.

Key words： carbazole; anion receptor; recognition; sensing

Cite this article

Liu Yong , Zhang Feng , Zou Linbo , Jian Junyou , Bao Xiaoping . Recent Progress in Receptor Compounds Based on Carbazole Derivatives for Anion Recognition and Sensing[J]. Chinese Journal of Organic Chemistry, 2013 , 33(12) : 2485 -2495 . DOI: 10.6023/cjoc201307016

References

[1] Santos-Figueroa, L. E.; Moragues, M. E.; Climent, E.; Agostini, A.; Martínez-Máñez, R.; Sancenón, F. Chem. Soc. Rev. 2013, 42, 3489.
[2] Dydio, P.; Lichosyt, D.; Jurczak, J. Chem. Soc. Rev. 2011, 40, 2971.
[3] Gale, P. A. Chem. Soc. Rev. 2010, 39, 3746.
[4] Amendola, V.; Fabbrizzi, L.; Mosca, L. Chem. Soc. Rev. 2010, 39, 3889.
[5] Caltagirone, C.; Gale, P. A. Chem. Soc. Rev. 2009, 38, 520.
[6] Martínez-Máñez, R.; Sancenón, F. Chem. Rev. 2003, 103, 4419.
[7] Bondy, C. R.; Loeb, S. J. Coord. Chem. Rev. 2003, 240, 77.
[8] Kang, S. O.; Begum, R. A.; Bowman-James, K. Angew. Chem., Int. Ed. 2006, 45, 7882.
[9] Jiao, C.-X.; Niu, C.-G.; Huan, S.-Y.; Shen, Q.; Yang, Y.; Shen, G.-L.; Yu, R.-Q. Talanta 2004, 64, 637.
[10] Curiel, D.; Cowley, A.; Beer, P. D. Chem. Commun. 2005, 236.
[11] Shao, J.; Lin, H.; Lin, H. Talanta 2008, 77, 273.
[12] Dickson, S. J.; Swinburne, A. N.; Paterson, M. J.; Lloyd, G. O.; Beeby, A.; Steed, J. W. Eur. J. Inorg. Chem. 2009, 3879.
[13] Shi, H.-P.; Dai, J.-X.; Xu, L.; Shi, L.-W.; Fang, L.; Shuang, S.-M.; Dong, C. Org. Biomol. Chem. 2012, 10, 3852.
[14] Tang, L.-J.; Zhao, G.-Y.; Huang, Z.-L.; Wang, N.-N.; Guo, J.-J. Chem. Res. Chin. Univ. 2013, 29, 214.
[15] He, J. J.; Quiocho, F. A. Science 1991, 251, 1479.
[16] Chmielewski, M. J.; Charon, M.; Jurczak, J. Org. Lett. 2004, 6, 3501.
[17] Su, D.-D.; Niu, H.-T.; Wang, Y.; He, J.-Q.; Chen, J.-P. Chem. J. Chin. Univ. 2009, 30, 2184 (in Chinese). (苏冬冬, 牛浩涛, 王莹, 何家骐, 程津培, 高等学校化学学报, 2009, 30, 2184.)
[18] Gross, D. E.; Mikkilineni, V.; Lynch, V. M.; Sessler, J. L. Supramol. Chem. 2010, 22, 135.
[19] Lee, S. K.; Han, Y.; Choi, Y.; Kang, J. J. Incl. Phenom. Macrocycl. Chem. 2012, 74, 177.
[20] Fuentes de Arriba, á. L.; Turiel, M. G.; Simón, L.; Sanz, F.; Boyero, J. F.; Muñiz, F. M.; Morán, J. R.; Alcázar, V. Org. Biomol. Chem. 2011, 9, 8321.
[21] Thangadurai, T. D.; Singh, N. J.; Hwang, I. C.; Lee, J. W.; Chandran, R. P.; Kim, K. S. J. Org. Chem. 2007, 72, 5461.
[22] Shao, J.; Lin, H.; Shang, X.-F.; Chen, H.-M.; Lin, H.-K. J. Incl. Phenom. Macrocycl. Chem. 2007, 59, 371.
[23] Hiscock, J. R.; Caltagirone. C.; Light, M. E.; Hursthouse, M. B.; Gale, P. A. Org. Biomol. Chem. 2009, 7, 1781.
[24] Hiscock, J. R.; Gale, P. A.; Caltagirone, C.; Hursthouse, M. B.; Light, M. E. Supramol. Chem. 2010, 22, 647.
[25] Gale, P. A.; Hiscock, J. R.; Jie, C.-Z.; Hursthouse, M. B.; Light, M. E. Chem. Sci. 2010, 1, 215.
[26] Jiménez, M. B.; Alcázar, V.; Peláez, R.; Sanz, F.; Fuentes de Arriba, á. L.; Caballero, M. C. Org. Biomol. Chem. 2012, 10, 1181.
[27] Kar, C.; Adhikari, M. D.; Ramesh, A.; Das, G. Inorg. Chem. 2013, 52, 743.
[28] Tang, L.; Wang, N.; Zhang, Q.; Guo, J.; Nandhakumar, R. Tetrahedron Lett. 2013, 54, 536.
[29] Shahid, M.; Razi, S. S.; Srivastava, P.; Ali, R.; Maiti, B.; Misra, A. Tetrahedron 2012, 68, 9076.
[30] Mahapatra, A. K.; Roy, J.; Sahoo, P.; Mukhopadhyay, S. K.; Chattopadhyay, A. Org. Biomol. Chem. 2012, 10, 2231.
[31] Yu, M.; Lin, H.; Lin, H. Supramol. Chem. 2008, 20, 357.
[32] Shang, X.; Li. X.; Han, J.; Jia, S.; Zhang, J.; Xu, X. Inorg. Chem. Commun. 2012, 16, 37.
[33] Kwon, T. H.; Jeong, K.-S. Tetrahedron Lett. 2006, 47, 8539.
[34] Ju, J.; Park, M.; Suk, J, M.; Lah, M. S.; Jeong, K. S. Chem. Commun. 2008, 3546.
[35] Li, Y.-J.; Xu, L.; Yang, W.-L.; Liu, H.-B.; Lai, S.-W.; Che, C.-M.; Li, Y.-L. Chem. Eur. J. 2012, 18, 4782.
[36] Piątek, P.; Lynch, V. M.; Sessler, J. L. J. Am. Chem. Soc. 2004, 126, 16073.
[37] Chang, K. J.; Moon, D.; Lah, M. S.; Jeong, K. S. Angew. Chem., Int. Ed. 2005, 44, 7926.
[38] Chae, M. K.; Lee, J, I.; Kim, N. K.; Jeong, K. S. Tetrahedron Lett. 2007, 48, 6624.
[39] Ahmed, N.; Geronimo, I.; Hwang, I. C.; Singh, N. J.; Kim, K. S. Chem. Eur. J. 2011, 17, 8542.
[40] Ahmed, N.; Suresh, V.; Shirinfar, B.; Geronimo, I.; Bist, A.; Hwang, I. C.; Kim, K. S. Org. Biomol. Chem. 2012, 10, 2094.
[41] Curiel, D.; Sánchez, G.; de Arellano, C. R.; Tárraga, A.; Molian, P. Org. Biomol. Chem. 2012, 10, 1896.
[42] Xu, D.; Liu, X.; Lu, R.; Xue, P.; Zhang, X.; Zhou, H.; Jia, J. Org. Biomol. Chem. 2011, 9, 1523.
[43] Vetrichelvan, M.; Nagarajan, R.; Valiyaveettil, S. Macromolecules 2006, 39, 8303.
[44] Matsumi, N.; Kawaguchi, K.; Hirota, Y.; Aoi, K. J. Organomet. Chem. 2009, 694, 1776.
[45] Lou, X.; Zhang, Y.; Li, S.; Ou, D.; Wan, Z.; Qin, J.; Li, Z. Polym. Chem. 2012, 3, 1446.
[46] Zhao, Y.; Yao, L.; Zhang, M.; Ma, Y. Talanta 2012, 97, 343.
[47] Suk, J. M.; Jeong, K. S. J. Am. Chem. Soc. 2008, 130, 11868.
[48] Kim, J. I.; Juwarker, H.; Liu, X.; Lah, M. S.; Jeong, K. S. Chem. Commun. 2010, 46, 764.
[49] Suk, J. M.; Kim, J. I.; Jeong, K. S. Chem. Asian J. 2011, 6, 1992.
[50] Suk, J. M.; Naidu, V. R.; Liu, X.; Lah, M. S.; Jeong, K. S. J. Am. Chem. Soc. 2011, 133, 13938.
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