新型水溶性圆柱形大三环主体与联吡啶盐的络合性能研究
收稿日期: 2016-03-15
修回日期: 2016-03-30
网络出版日期: 2016-04-15
基金资助
湖南省高校科技创新团队及湖南省有机化学重点学科(2016)资助项目.
Complexation of Novel Water-Soluble Cylindrical Macrotricyclic Host and Paraquat
Received date: 2016-03-15
Revised date: 2016-03-30
Online published: 2016-04-15
Supported by
Project supported by the Sci-Tech Innovation Teams in Universities of Hunan Province and the Construct Program of the Key Discipline in Hunan Province (2016).
曾飞 , 唐琳俐 , 陈小明 , 李治章 , 韩莹 , 陈传峰 . 新型水溶性圆柱形大三环主体与联吡啶盐的络合性能研究[J]. 有机化学, 2016 , 36(8) : 1937 -1941 . DOI: 10.6023/cjoc201603024
The complexation between the novel water-soluble cylindrical macrotricyclic host and paraquat guests in both solution and solid state was investigated in detail. It was found that the host could form 1:1 complexes with paraquat salts in water solution and solid state. Interestingly, the complexation and decomplexation of the complexes between the host and the guest could be achieved by changing the pH of the solution, and the process could also be observed by naked eye.
Key words: macrotricyclic host; paraquat; complexation; acid-base controlled
[1] Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017.
[2] Liu, Y.; You, C. C.; Zhang, H. Y. Supramolecular Chemistry, Nankai University Publication, Tianjin, 2001 (in Chinese).
(刘育, 尤长城, 张衡益, 超分子化学, 南开大学出版社, 天津, 2001.)
[3] (a) Miyauchi, M.; Takashima, Y.; Yamaguchi, H.; Harada, A. J. Am. Chem. Soc. 2005, 127, 2984.
(b) Wang, Y.; Ma, N.; Wang, Z.; Zhang, X. Angew. Chem., Int. Ed. 2007, 46, 2823.
(c) Xu, M.; Wu, S.; Zeng, F.; Yu, C. Langmuir 2010, 26, 4529.
(d) Chen, Y.; Liu, Y. Chin. J. Org. Chem. 2012, 32, 805 (in Chinese).
(陈湧, 刘育, 有机化学, 2012, 32, 805.)
[4] (a) Jeon, Y.-M.; Kim, J.; Whang, D.; Kim, K. J. Am. Chem. Soc. 1996, 118, 9790.
(b) Kim, Y.; Kim, H.; Ko, Y. H.; Selvapalam, N.; Rekharsky, M. V.; Inoue, Y.; Kim, K. Chem. Eur. J. 2009, 15, 6143.
(c) Liu, Y.; Yu, Y.; Gao, J.; Wang, Z.; Zhang, X. Angew. Chem., Int. Ed. 2010, 49, 6576.
(d) Jiang, W.; Wang, Q.; Linder, I.; Klautzsch, F.; Schalley, C. A. Chem. Eur. J. 2011, 17, 2344.
(e) Han, B. H.; Liu, Y. Chin. J. Org. Chem. 2003, 23, 139 (in Chinese).
(韩宝航, 刘育, 有机化学, 2003, 23, 139.)
(f) Hou, Z. S.; Tan, Y. B.; Xu, J.; Zhou, Q. F. Chin. J. Org. Chem. 2005, 25, 934 (in Chinese).
(侯昭升, 谭业邦, 许静, 周其凤, 有机化学, 2005, 25, 934.)
(g) Liu, J. J.; Xu, Y.; Tian, H. Chin. J. Org. Chem. 2007, 27, 541 (in Chinese).
(刘骥军, 许蕴, 田禾, 有机化学, 2007, 27, 541.)
[5] (a) Corbellini, F.; Knegtel, R. M.; Grootenhuis, P. D.; Crego-Cala- ma, M.; Reinhoudt, D. N. Chem. Eur. J. 2004, 11, 298.
(b) Liu, Y.; Guo, D.-S.; Yang, E.-C.; Zhang, H.-Y.; Zhao, Y.-L. Eur. J. Org. Chem. 2005, 2005, 162.
(c) Guo, D. S.; Wang, K.; Wang, Y. X.; Liu, Y. J. Am. Chem. Soc. 2012, 134, 10244.
(d) Kulasekharan, R.; Ramamurthy, V. Org. Lett. 2011, 13, 5092.
(e) Tu, C.; Zhu, L.; Li, P.; Chen, Y.; Su, Y.; Yan, D.; Zhu, X.; Zhou, G. Chem. Commun. 2011, 47, 6063.
(f) Specht, A.; Bernard, P.; Goeldner, M.; Peng, L. Angew. Chem., Int. Ed. 2002, 41, 4706.
[6] (a) Li, Z.; Yang, J.; Yu, G.; He, J.; Abliz, Z.; Huang, F. Chem. Commun. 2014, 50, 2841.
(b) Si, W.; Chen, L.; Hu, X. B.; Tang, G.; Chen, Z.; Hou, J. L.; Li, Z. T. Angew. Chem., Int. Ed. 2011, 50, 12564.
(c) Yu, G.; Xue, M.; Zhang, Z.; Li, J.; Han, C.; Huang, F. J. Am. Chem. Soc. 2012, 134, 13248.
(d) Ma, Y.; Ji, X.; Xiang, F.; Chi, X.; Han, C.; He, J.; Abliz, Z.; Chen, W.; Huang, F. Chem. Commun. 2011, 47, 12340.
(e) Chen, H.; Fan, J.; Hu, X.; Ma, J.; Wang, S.; Li, J.; Yu, Y.; Jia, X.; Li, C. Chem. Sci. 2015, 6, 197.
(f) Ma, J.; Deng, H.; Ma, S.; Li, J.; Jia, X.; Li. C. Chem. Commun. 2015, 51, 6621.
[7] (a) Cram, D. J.; Cram, J. M. Science 1974, 183, 803.
(b) Wei, P.; Yan, X.; Huang, F. Chem. Soc. Rev. 2015, 44, 815.
(c) Chen, C.-F. Chem. Commun. 2011, 47, 1674.
(d) Jiang, Y.; Chen, C.-F. Eur. J. Org. Chem. 2011, 6377.
(e) Han, Y.; Meng, Z.; Ma, Y.-X.; Chen, C.-F. Acc. Chem. Res. 2014, 47, 2026.
[8] (a) Hoffart, D. J.; Tiburcio, J.; de la Torre, A.; Knight, L. K.; Loeb, S. J. Angew. Chem., Int. Ed. 2008, 47, 97.
(b) Chen, L.; Zhang, Y. M.; Liu, Y. J. Phys. Chem. B 2012, 116, 9500.
(c) Chen, L.; Zhang, H. Y.; Liu, Y. J. Org. Chem. 2012, 77, 9766.
(d) Ji, X.; Zhang, M.; Yan, X.; Li, J.; Huang, F. Chem. Commun. 2013, 49, 1178.
[9] Zeng, F.; Chen, C.-F. Org. Biomol. Chem. 2015, 13, 1988.
[10] Connors, K. A. Binding Constants, John-Wiley and Sons, New York, 1987.
/
| 〈 |
|
〉 |