Selective and colorimetric fluoride chemosensors containing phenol hydroxyl and 1,3,4-oxadiazole groups

被引:22
|
作者
Ma, Jiantao [1 ]
Li, Zhe [1 ]
Zong, Yanqing [1 ]
Men, Yi [1 ]
Xing, Guowen [1 ]
机构
[1] Beijing Normal Univ, Beijing Key Lab Energy Convers & Storage Mat, Coll Chem, Beijing 100875, Peoples R China
关键词
Sensor; F-; Oxadiazole; Hydrogen bond; Fluorescence; FLUORESCENT SENSORS; PROTON-TRANSFER; NAKED-EYE; COMPLEX; ANIONS; DEPROTONATION; MOIETIES; PROBE;
D O I
10.1016/j.tetlet.2012.12.128
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two novel anion sensors, methyl 4-(5(5-chloro-2-hydroxypheny1)-1,3,4-oxadiazol-2-y1) benzoate (L1) and methyl 4-(5-(2-hydroxypheny1)-1,3,4-oxadiazol-2-y1) benzoate (12) were reported. Their spectro-scopic and colorimetric properties in CH2Cl2/CH3CN (1:2, v/v) solution for F- sensing were investigated by naked-eye, UV-vis, and fluorescence measurements. Both molecules with coplanar structure possess adjacent phenolic hydroxyl and 1,3,4-oxadiazole units, resulting in a sufficiently strong intramolecular hydrogen bond to hinder the association of most anions, but not F-, with phenolic hydroxyl hydrogen. They displayed the same color changes from colorless to yellow but different optical shifts upon addition of F-. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1348 / 1351
页数:4
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