Chinese Journal of Organic Chemistry >
Application in Molecular Recognition of 1,2,3-Trizole Derivatives
Received date: 2017-05-30
Revised date: 2017-07-12
Online published: 2017-08-16
Supported by
Project supported by the Educational Commission of Hebei Province (No. ZD2016046).
Molecular recognition is an important part of supramolecular chemistry, including cation recognition, anion recognition and neutral molecular recognition. Because of its unique structure and chemical properties, 1,2,3-trizoles is widely used in various fields of supramolecular chemistry. According to the classification of cation recognition, anion recognition, neutral molecular and biomacromolecule recognition, the applications of 1,2,3-trizole derivatives in molecular recognition are reviewed.
Xiao Liwei , Ren Ping , Jing Xuemin , Ren Lilei , Li Zheng , Dai Fucai . Application in Molecular Recognition of 1,2,3-Trizole Derivatives[J]. Chinese Journal of Organic Chemistry, 2017 , 37(12) : 3085 -3095 . DOI: 10.6023/cjoc201705043
[1] Fan, C.; Wu, W.; Chruma, J. J.; Zhao, J.; Yang, C. J. Am. Chem. Soc. 2016, 138, 15405
[2] Li, B.; Meng, Z.; Li, Q.; Huang, X.; Kang, Z.; Dong, H.; Chen, J.; Sun, J.; Dong, Y.; Li, J.; Jia, X.; Sessler, J. L.; Meng, Q.; Li, C. Chem. Sci. 2017, 8, 4458.
[3] Ma, J.; Meng, Q.; Hu, X.; Li, B.; Ma, S.; Hu, B.; Li, J.; Jia, X.; Li, C. Org. Lett. 2016, 18, 5740
[4] Wang, Y.; Ping, G.; Li, C. Chem. Commun. 2016, 52, 9858
[5] Wu S. Prog. Chem. 2004, 16, 175(in Chinese). (吴世康, 化学进展, 2004, 16, 175.)
[6] Martínez-Máňez, R.; Sancenón, F. Chem. Rev. 2003, 103, 4419.
[7] Lau, Y. H.; Rutledge, P. J.; Watkinson, M.; Todd, M. H. Chem. Soc. Rev. 2011, 40, 2848.
[8] Jiang, Y.; Han, C.; Liang, X.; Yang, P.; Wang, H. Chin. J. Org. Chem. 2013, 33, 1884(in Chinese). (江玉波, 韩春美, 梁雪秋, 杨朋, 王红, 有机化学, 2013, 33, 1884.)
[9] Chen, Y.; Zheng, C.; Peng, X.; Fu, Q.; Wu, L.; Lin, Q. Chin. J. Org. Chem. 2016, 36, 1779(in Chinese). (陈昱学, 郑超彭, 潇楚符, 青坛, 吴禄勇, 林强, 有机化学, 2016, 36, 1779.)
[10] Nie, J.; Li, J.-P.; Deng H.; Pan H.-C. Chin. J. Anal. Chem. 2015, 43, 609(in Chinese). (聂骥, 李建平, 邓欢, 潘宏程, 分析化学, 2015, 43, 609.)
[11] Chang, J.-J.; Wang, Y.; Zhang, H.-Z.; Zhou C.-H. Geng, R.-X.; Ji, Q.-G. Chem. J. Chin. Univ. 2011, 32, 1970(in Chinese). (常娟娟, 王艳, 张慧珍, 周成合, 耿蓉霞, 吉庆刚, 高等学校化学学报, 2011, 32,1970.)
[12] Xiao, L.; Li, L.; Gao, H.; Ren, P.; Kou, W.; Shi, Y. Chin. J. Org. Chem. 2014, 34, 2224(in Chinese). (肖立伟, 李玲玲, 高红杰, 任萍, 寇伟, 时亚如, 有机化学, 2014, 34, 2224.)
[13] Xiao, L.; Zhang, G.; Jing, X.; Zhou, Q.; Feng, R. Chin. J. Org. Chem. 2016, 36, 1000(in Chinese). (肖立伟, 张光霞, 景学敏, 周秋香, 冯茹, 有机化学, 2016, 36, 1000.)
[14] Dai, B.-N.; Cao, Q.-Y.; Wang, L.; Wang, Z. -C.; Yang, Z. Inorg. Chim. Acta 2014, 423, 163.
[15] Cao, Q.-Y.; Han, Y.-M.; Wang, H.-M.; Xie, Y. Dyes Pigm. 2013, 99, 798.
[16] Neupane, L. N.; Kim, J. M.; Lohani, C. R.; Lee, K.-H. J. Mater. Chem. 2012, 22, 4003.
[17] Singh, R. S.; Gupta, R. K.; Paitandi, R. P.; Misra, A.; Pandey, D. S. New J. Chem. 2015, 39, 2233.
[18] Vedamalai, M.; Kedaria, D.; Vasita, R.; Moric, S.; Gupta, I. Dalton Trans. 2016, 45, 2700.
[19] Ruan, Y.-B.; Maisonneuve, S.; Xie, J. Dyes Pigm. 2011, 90, 239.
[20] Lau, Y. H.; Price, J. R.; Todd, M. H.; Rutledge, P. J. Chem.-Eur. J. 2011, 17, 2850.
[21] Zhu, J.; Fan, X.; Jiang, P.; Cao, Q. Chin. J. Org. Chem. 2017, 37, 185(in Chinese). (朱江华, 范香田, 蒋平, 曹迁永, 有机化学, 2017, 37, 185.)
[22] Li, L.; Ke, C.-F.; Zhang, H.-Yi.; Liu, Y. J. Org. Chem. 2010, 75, 6673.
[23] Hung, H.-C.; Cheng, C.-W.; Wang, Y.-Y.; Chen, Y.-J.; Chung, W.-S. Eur. J. Org. Chem. 2009, 6360.
[24] Huang, X.; Meng, J.; Dong, Y.; Cheng, Y.; Zhu, C. Polymer 2010, 51, 3064.
[25] Varazo, K.; Xie, F.; Gulledge, D.; Wang, Q. Tetrahedron Lett. 2008, 49, 5293.
[26] Zhang, Y.-J.; He, X.-P.; Hu, M.; Li, Z.; Shi, X.-X.; Chen, G.-R. Dyes Pigm. 2011, 88, 391.
[27] Xu, J.; Wang, S.; Li, Y.; Zhao, H.; Li, B.; Bian, Z. Chin. J. Org. Chem. 2015, 35, 1526(in Chinese). (徐建伟, 王绍辉, 李旸, 赵海英, 李保国, 边占喜, 有机化学, 2015, 35,1526.)
[28] Qiu, S.; Xie, L.; Gao, S.; Liu, Q.; Lin, Z.; Qiu, B.; Chen, G. Anal. Chim. Acta 2011, 707, 57.
[29] Qiu, S.; Gao, S.; Zhu, X.; Lin, Z.; Qiu, B.; Chen, G. Analyst 2011, 136, 1580.
[30] Zhang, Z.; Li, W.; Zhao, Q.; Cheng, M; Xu, L.; Fang, X. Biosens. Bioelectron. 2014, 59, 40.
[31] Maity, D.; Govindaraju, T. Chem. Commun. 2010, 46, 4499.
[32] Maity, D.; Govindaraju, T. Inorg. Chem. 2010, 49, 7229.
[33] Kim, S. H.; Choi, H. S.; Kim, J.; Lee, S. J.; Quang, D. T.; Kim, J. S. Org. Lett. 2010, 12, 560.
[34] Liu, X.; Yang, X.; Peng, H.; Zhu, C.; Cheng, Y. Tetrahedron Lett. 2011, 52, 2295.
[35] Liu, X.; Yang, X.; Fu, Y.; Zhu, C.; Cheng, Y. Tetrahedron 2011, 67, 3181.
[36] Ni, X.-L.; Zeng, X.; Redshaw, C.; Yamato, T. Tetrahedron 2011, 67, 3248.
[37] Pathak, R. K.; Ibrahim, S. M.; Rao, C. P. Tetrahedron Lett. 2009, 50, 2730.
[38] Colasson, B.; Save, M.; Milko, P.; Roithova, J.; 1der, D. S.; Reinaud, O. Org. Lett. 2007, 9, 4987.
[39] Tamanini, E.; Katewa, A.; Sedger, L. M.; Todd, M. H.; Watkinson, M. Inorg. Chem. 2009, 48, 319.
[40] Tamanini, E.; Flavin, K.; Motevalli, M.; Piperno, S.; Gheber, L. A.; Todd, M. H.; Watkinson, M. Inorg. Chem. 2010, 49, 3789.
[41] Wang, Z.; Dai, B.; Qiu, J.; Cao, Q.; Ge, J. Chin. J. Org. Chem. 2015, 35, 2383(in Chinese). (王智成, 戴博娜, 丘继芳, 曹迁永, 葛金柱, 有机化学, 2015, 35, 2383.)
[42] Huang, S.; Clark, R. J.; Zhu, L. Org. Lett. 2007, 9, 4999.
[43] Kim, H.; Lee, S.; Lee, J.; Tae, J. Org. Lett. 2010, 12, 5342.
[44] Li, H.; Zheng, Q.; Han, C. Analyst 2010, 135, 1360.
[45] Zhan, J.; Wen, L.; Miao, F.; Tian, D.; Zhu, X.; Li, H. New J. Chem. 2012, 36, 656.
[46] Zhang, Y.-M.; Chen, Y.; Li, Z.-Q.; Li, N.; Liu, Y. Bioorg. Med. Chem. 2010, 18, 1415.
[47] Ast, S.; Müller, H.; Flehr, R.; Klamroth, T.; Walzb, B.; Holdt, H.-J. Chem. Commun. 2011, 47, 4685.
[48] Chang, K.-C.; Su, I.-H.; Senthilvelan, A.; Chung, W.-S. Org. Lett. 2007, 9, 3363.
[49] Maisonneuve, S.; Fang, Q.; Xie, J. Tetrahedron 2008, 64, 8716.
[50] Zhu, W.; Lü, X.; Zhu, J.; Cao, Q. Chin. J. Org. Chem. 2017, 37, 624(in Chinese). (祝文斌, 吕小兰, 朱江华, 曹迁永, 有机化学, 2017, 37, 624.)
[51] Sui, B.; Kim, B.; Zhang, Y.; Frazer, A.; Belfield, K. D. ACS Appl. Mater. Interfaces 2013, 5, 2920.
[52] Li, Y.; Flood, A. H. Angew. Chem., Int. Ed. 2008, 47, 2649.
[53] Hua, Y.; Ramabhadran, R. O.; Karty, J. A.; Raghavachari, K.; Flood, A. H. Chem. Commun. 2011, 47, 5979.
[54] Li, Y.; Pink, M.; Karty, J. A.; Flood, A. H. J. Am. Chem. Soc. 2008, 130, 17293.
[55] Zahran, E. M.; Hua, Y.; Lee, S.; Flood, A. H.; Bachas, L. G. Anal. Chem.2011, 83, 3455.
[56] Lee, S.; Hua, Y.; Park, H.; Flood, A. H. Org. Lett. 2010, 12, 2100.
[57] Mullen, K. M.; Mercurio, J.; Serpell, C. J.; Beer, P. D. Angew. Chem., Int. Ed. 2009, 48, 4781.
[58] Kilah, N. L.; Wise, M. D.; Serpell, C. J.; Thompson, A. L.; White, N. G.; Christensen, K. E.; Beer, P. D. J. Am. Chem. Soc. 2010, 132, 11893.
[59] Zheng, H.; Zhou, W.; Lv, J.; Yin, X.; Li, Y.; Liu, H.; Li, Y. Chem.-Eur. J. 2009, 15, 13253.
[60] Schulze, B.; Friebe, C.; Hager, M. D.; Günther, W.; Köhn, U.; Jahn, B. O.; Görls, H.; Schubert, U. S. Org. Lett. 2010, 12, 2710.
[61] Kumar, A.; Pandey, P. S. Org. Lett. 2008, 10, 165.
[62] Romero, T.; Caballero, A.; Tárraga, A.; Molina, P. Org. Lett. 2009, 11, 3466.
[63] Szunerits, S.; Niedziǒlka-Jönsson, J.; Boukherroub, R.; Woisel, P.; Baumann, J.-S.; Siriwardena, A. Anal. Chem. 2010, 82, 8203.
[64] Xie, D.; Li, C.; Li, S.; Qi, H.; Xue, D.; Gao, Q.; Zhang, C. Sens. Actuators B 2014,192,558.
[65] Odaci, D.; Gacal, B. N.; Gacal, B.; Timur, S.; Yagci, Y. Biomacromolecules 2009, 10, 2928.
[66] Qiu, S.; Gao, S.; Liu, Q.; Lin, Z.; Qiu, B.; Chen, G. Biosens. Bioelectron. 2011,26, 4326.
[67] Wang, T.; Shannon, C. Anal. Chim. Acta 2011, 708, 37.
[68] Bhalla, V.; Gupta, A.; Kumar, M.; Rao, D. S. S.; Prasad, S. K. ACS Appl. Mater. Interfaces 2013, 5, 672.
[69] Scavetta, E.; Mazzoni, R.; Mariani, F.; Margutta, R. G.; Bonfiglio, A.; Demelas, M.; Fiorilli, S.; Marzocchid, M.; Frabonid, B. J. Mater. Chem. B 2014, 2, 2861.
[70] Zhang, G.; Zhu, X.; Miao, F.; Tian, D.; Li, H. Org. Biomol. Chem. 2012, 10, 3185.
[71] Lu, L.; Yang, L.; Cai, H.; Zhang, L.; Lin, Z.; Guo, L.; Qiu, B.; Chen, G. Food Chem. 2014, 162, 242.
[72] Fujimoto, K.; Yamada, S.; Inouye, M. Chem. Commun. 2009, 7164.
[73] Yan, Z.; Huang, Q.; Liang, W.; Yu, X.; Zhou, D.; Wu, W.; Chruma, J. J.; Yang, C. Org. Lett. 2017, 19, 898
[74] Wang, K.-R.; An, H.-W.; Rong, R.-X.; Cao, Z.-R.; Li, X.-L. Biosens. Bioelectron. 2014, 58, 27.
[75] Dangsopon, A.; Poomsuk, N.; Siriwong, K.; Vilaivanc, T.; Suparpprom, C. RSC Adv. 2016, 6, 74314.
[76] Flaender, M.; Costa, G.; Nonglaton, G.; Saint-Pierrea, C.; Gasparutto, D. Analyst 2016, 141, 6208.
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