Anion-binding properties of ureidoquinoline and its turn-on fluorescence in the presence of fluoride anions

被引：5
|
作者：
Kurapati, Sathish [1 ,2 ]
Jo, Yunhee [1 ]
Hong, Jung-Ho [1 ]
Kim, Tae-Hyun [2 ]
Cho, Dong-Gyu [1 ]
机构：
[1] Inha Univ, Dept Chem, Inchon 402751, South Korea
[2] Incheon Natl Univ, Dept Chem, Inchon 406772, South Korea
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 28期
关键词：
Anion binding; Quinoline; H2PO4-; F- induced deprotonation; SENSOR; ION; RECOGNITION; RECEPTORS; DEPROTONATION; CHEMOSENSOR; PHOSPHATE;
D O I：
10.1016/j.tetlet.2015.05.038
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The anion-binding properties of ureidoquinoline, a derivative of 8-hydroxyquinoline, were investigated. In the presence of anions, ureidoquinoline exhibits turn-on fluorescence rather than its fluorescence being quenched or shifted. These properties are rare for phenol-based sensors. In particular, ureidoquinoline binds to H2PO4- and BzO(-), while F- binds to ureidoquinoline via its hydrogen bonds when less than 2 equiv of F- are present. With more than 2 equiv of F-, the phenolic OH group of ureidoquinoline is deprotonated. Under such conditions, ureidoquinoline emits intense fluorescence. Under the condition, ureidoquinoline can be used for the detection of fluoride anions under illumination from a laboratory hand-held UV lamp or using a spectrofluorometer. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4187 / 4190
页数：4
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