Colorimetric and Fluorescent Chemosensors for the Detection of 2,4,6-Trinitrophenol and Investigation of their Co-Crystal Structures

被引:91
作者
Dong, Ming [1 ,2 ]
Wang, Ya-Wen [2 ,3 ]
Zhang, Ai-Jiang [1 ,2 ]
Peng, Yu [1 ,2 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
[3] Lanzhou Univ, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Peoples R China
关键词
density functional calculations; fluorescence; host-guest systems; sensors; X-ray diffraction; RELAY RECOGNITION; SYNTHETIC LECTIN; PICRIC ACID; EXPLOSIVES; SENSORS; PROBE; NITROAROMATICS; DISCRIMINATION; CHEMODOSIMETER; SENSITIVITY;
D O I
10.1002/asia.201300159
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A full account of our studies of 2,4,6-trinitrophenol (TNP) sensing is provided. A series of chemosensors with a variety of aromatic chromophores for specific recognition of TNP has been designed and then realized through the fluorescence on/off mechanism. These chemosensors demonstrated highly selective, sensitive, and fluorescent quenching of TNP with remarkable visual changes through the intramolecular charge-transfer (ICT) process. Their hostguest interactions were investigated by 1HNMR spectroscopic titrations and their corresponding co-crystal structures, which showed that the 1:1 hostguest complexes were formed by multiple hydrogen-bond interactions in solution or in the solid state. The origins of the significant affinity demonstrated during the fluorescence recognition process were further disclosed through DFT calculations of corresponding compounds.
引用
收藏
页码:1321 / 1330
页数:10
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