A 2,5-diaryl-1,3,4-oxadiazole-based fluorescent probe for rapid and highly selective recognition of hydrogen sulfide with a large Stokes shift through switching on ESIPT

被引：30
作者：
Tang, Lijun [1 ]
Zheng, Zhuxuan [1 ]
Zhong, Keli [1 ]
Bian, Yanjiang [1 ]
机构：
[1] Bohai Univ, Dept Chem, Jinzhou 121013, Peoples R China
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 12期
基金：
中国国家自然科学基金;
关键词：
Hydrogen sulfide; Fluorescence probe; Ratiometric; ESIPT; 1,3,4-Oxadiazole; THICK-FILM RESISTORS; H2S; SENSOR; CHEMODOSIMETER; CHEMOSENSORS; CONSUMPTION; DERIVATIVES; COPPER; CELLS; ANION;
D O I：
10.1016/j.tetlet.2016.02.056
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new 2,5-diaryl-1,3,4-oxadiazole derived ratiometric fluorescent probe (OXDNP) for hydrogen sulfide recognition has been developed. Probe OXDNP displays highly selective and sensitive detection to HS- over other anions and thiol-containing amino acids in DMSO solution with fast response and a large Stokes shift. Through HS- induced thiolysis of the dinitrophenyl ether, the excited state intramolecular proton transfer (ESIPT) featured precursor was released, which led to dual fluorescence emission 'turn on' and ratiometric emission behavior of the sensing system. The pseudo-first-order reaction rate constant was calculated to be 1.234 s(-1). The HS- recognition mechanism was proved by HPLC-MS and H-1 NMR comparison investigations. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1361 / 1364
页数：4
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