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Reaction‐Based Colorimetric and Ratiometric Fluorescence Sensor for Detection of Cyanide in Aqueous Media
Author(s) -
Lin YanDuo,
Pen YungShu,
Su Weiting,
Liau KangLing,
Wen YunSheng,
Tu ChinHsin,
Sun ChiaHsing,
Chow Tahsin J.
Publication year - 2012
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.201200578
Subject(s) - chemistry , cyanide , intramolecular force , photochemistry , aqueous solution , fluorescence , nucleophilic addition , nucleophile , time dependent density functional theory , ion , aqueous medium , inorganic chemistry , density functional theory , computational chemistry , organic chemistry , catalysis , physics , quantum mechanics
A stilbene‐based compound ( 1 ) has been prepared and was highly selective for the detection of cyanide anion in aqueous media even in the presence of other anions, such as F − , Cl − , Br − , I − , ClO 4 − , H 2 PO 4 − , HSO 4 − , NO 3 − , and CH 3 CO 2 − . A noticeable change in the color of the solution, along with a prominent fluorescence enhancement, was observed upon the addition of cyanide . The color change was observed upon the nucleophilic addition of the cyanide anion to the electron‐deficient cyanoacrylate group of 1 . The spectral changes induced by the reaction were analyzed by comparison with two model compounds, such as compound 2 with dimethyl substituents and compound 3 without a cyanoacrylate group. An intramolecular charge‐transfer (ICT) mechanism played a key role in the sensing properties, and the mechanism was supported by DFT/TDDFT calculations.
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