Synthesis of calix[4]arene derivatives via a Pd-catalyzed Sonogashira reaction and their recognition properties towards phenols

被引:8
作者
Sun, Yue [1 ]
Zhang, Fan [1 ]
Zhang, Li [1 ]
Luo, Li [1 ]
Zou, Zhi-Long [1 ]
Cao, Xian-Liang [1 ]
Tan, Shi-Liang [1 ]
Bi, Jia-Hai [1 ]
Tian, De-Mei [1 ]
Li, Hai-Bing [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
Calix[4]arene; Sonogashira coupling reaction; Fluorescent sensors; pi-pi stacking; ION; FLUORESCENT; SENSOR;
D O I
10.1016/j.cclet.2013.10.019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel series of calix[4]arene derivatives were synthesized via a Pd-catalyzed Sonogashira coupling reaction from para-substituted iodobenzene and 25,27-dipropargyl-calix[4]arene. Fluorescence studies found that nitro-phenols clearly exhibited quenching effects on 2c. Moreover, we minimized the free energy of the complexes by theoretical calculations. As the result, the pi-pi stacking interactions take place between the 4-nitrophenol and calix[4]arene, which may lead to the significant fluorescence quench. (C) 2013 De-Mei Tian. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码:226 / 228
页数:3
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