Premium
Colorimetric and Fluorescent Chemosensors for the Detection of 2,4,6‐Trinitrophenol and Investigation of their Co‐Crystal Structures
Author(s) -
Dong Ming,
Wang YaWen,
Zhang AiJiang,
Peng Yu
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201300159
Subject(s) - fluorescence , intramolecular force , chromophore , titration , chemistry , photochemistry , hydrogen bond , quenching (fluorescence) , crystal (programming language) , proton nmr , molecule , stereochemistry , organic chemistry , physics , quantum mechanics , computer science , programming language
A full account of our studies of 2,4,6‐trinitrophenol (TNP) sensing is provided. A series of chemosensors 2 , 3 , 4 , 5 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 host–guest interactions were investigated by 1 H NMR spectroscopic titrations and their corresponding co‐crystal structures, which showed that the 1:1 host–guest 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.