A chromone-derived Schiff-base as Al3+ "turn-on" fluorescent probe based on photoinduced electron-transfer (PET) and C=N isomerization

被引:24
|
作者
Li, Chao-rui [1 ]
Li, Si-liang [1 ,2 ]
Yang, Zheng-yin [1 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ Technol, Sch Petrochem Engn, Lanzhou 730050, Peoples R China
基金
中国国家自然科学基金;
关键词
Chromone; Fluorescent probe; Aluminum ion; Selectivity; Sensitivity; CHARGE-TRANSFER ICT; MAGNETIC-PROPERTIES; AQUEOUS-SOLUTION; SELECTIVE DETECTION; LIVING CELLS; HG2+ ION; ALUMINUM; SENSOR; CHEMOSENSOR; NAPHTHOL;
D O I
10.1016/j.tetlet.2016.09.058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, a novel chromone-derived Schiff-base ligand which was called bis(6-hydroxychromone-3-methylidene)-o-phenylenediimine (1) was designed, synthesized, and evaluated as an Al3+ "turn on" fluorescent probe. This probe 1 showed good selectivity and high sensitivity towards Al3+ in the presence of most metal ions, and a remarkable enhancement by about 30.91-fold in fluorescence emission intensity at 459 nm was observed with addition of 1 equiv of Al3+, which was attributed to the inhibition of photoinduced electron-transfer (PET) phenomenon and C=N isomerization process at the excited state. Moreover, the fluorescence response of 1 to Al3+ was nearly completed within 10 min. Thus, this probe 1 could be utilized for sensing and monitoring Al3+ in environmental and biological systems for real-time detection. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4898 / 4904
页数:7
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