中空芳香螺旋的合成及其对碱金属离子的选择性研究
收稿日期: 2016-01-04
修回日期: 2016-05-09
网络出版日期: 2016-05-17
基金资助
国家自然科学基金（Nos.21274051，21574054）资助项目.
Synthesis of Hollow Aromatic Helix and Their Selective Recognition for Alkali Metal Ions
Received date: 2016-01-04
Revised date: 2016-05-09
Online published: 2016-05-17
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21274051, 21574054).
李文芳 , 朱俊彦 , 董泽元 . 中空芳香螺旋的合成及其对碱金属离子的选择性研究[J]. 有机化学, 2016 , 36(7) : 1668 -1671 . DOI: 10.6023/cjoc201601004
A novel type of hollow aromatic helices was prepared according to an improved organic synthesis approach. By means of UV-Vis spectroscopy, the recognition and selectivity of aromatic helix (AH) for alkali metal ions were investigated. The results indicated that AH could specifically recognize the alkali metal ions with an order of Rb+ > K+ > Cs+ > Na+ > Li+. In addition, the fluorescence titration was carried out by adding Rb+ into the AH solution, which further underpinned the binding capacity and sensitive responsiveness of AH for the alkali metal ions.
Key words： aromatic helix; hollow channel; alkali metal ions; selective recognition
[1] Hille, B. Ionic Channels of Excitable Membranes, 3rd ed., Sinauer Associates: Sunderland, MA, 2001.
[2] Tabushi, I.; Kuroda, Y.; Yokota, K. Tetrahedron Lett. 1982, 23(44), 4601.
[3] Cornell, B. A.; Braach-Maksvytis, V.; King, L.; Osman, P.; Raguse, B.; Wieczorek, L.; Pace, R. Nature 1997, 387(6633), 580.
[4] Das, G.; Talukdar, P.; Matile, S. Science 2002, 298(5598), 1600.
[5] Sakai, N.; Matile, S. Langmuir 2013, 29, 9031.
[6] Zhang, D.; Yang, Z.Y. J. Phys. Chem. B 2011, 115(49), 4333.
[7] Blake, A. J.; Cooke, P. A.; Doyle, K. J.; Gair, S.; Simpkins, N. S. Tetrahedron Lett. 1998, 39, 9093.
[8] Goto, H.; Katagiri, H.; Furusho, Y.; Yashima, E. J. Am. Chem. Soc. 2006, 128,7176.
[9] Nakano, T.; Okamoto ,Y. Chem. Rev. 2001, 101, 4013.
[10] de Witte, P. A. J.; Castriciano, M.; Cornelissen, J.J. L. M.; Scolaro, L. M.; Nolte, R. J. M.; Rowan, A. E. Chem. Eur. J. 2003, 9, 1775.
[11] Delsuc, N; Godde, F.; Kauffmann, B.; Léger, J. M.; Huc, I. J. Am. Chem. Soc. 2007, 129, 11348.
[12] Kudo, M.; Maurizot, V.; Kauffmann, B.; Tanatani, A.; Huc, I. J. Am. Chem. Soc. 2013, 135, 9628.
[13] Chandramouli, N.; Ferrand, Y.; Lautrette, G.; Kauffmann, B.; Mackereth, C. D.; Laguerre, M.; Dubreuil, D.; Huc, I. Nat. Chem. 2015, 7, 334.
[14] Zhu, J. Y.; Dong, Z. Y.; Lei, S. B.; Cao, L. L.; Yang, B.; Li, W. F.; Zhang , Y. C.; Liu, J. Q. ; Shen, J. C. Angew. Chem., Int. Ed. 2015, 54, 3097.
[15] Ren, C. L.; Victor, M.; Zhao, H. Q.; Shen, J.; Zhou, F.; Ong, W. Q.; Du, Z. Y.; Zhang, K.; Su, H. B.; Zeng, H. Q. J. Am. Chem. Soc. 2011, 133, 13930.
[16] Zhang, Z. M.; Qiu, F. Z. World Chin. J. Digestol. 2005, 13(5), 585 (in Chinese). (张宗明, 裘法祖, 世界华人消化杂志, 2005, 13(5), 585.)
[17] Berni, E.; Kauffmann, B.; Bao, C. Y.; Lefeuvre, J.; Bassani, D. M.; Huc, I. Chem. Eur. J. 2007, 13, 8463.
[18] Ren, X. F.; Xu, J. L.; Chen, S. H. Chin. J. Org. Chem. 2006, 26, 454 (in Chinese). (任新锋, 徐菁利, 陈思浩, 有机化学, 2006, 26, 454.)
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