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Aryl Ethynylpyrene as Fluorescent Sensors for Cyanide Ions in Aqueous Media
Author(s) -
Vongnam Kunnigar,
Chansaenpak Kantapat,
Sukwattanasinitt Mongkol,
Rashatasakhon Paitoon
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202000821
Subject(s) - sonogashira coupling , knoevenagel condensation , cyanide , fluorescence , aryl , aqueous medium , chemistry , aqueous solution , ion , nucleophile , photochemistry , coumarin , aqueous two phase system , combinatorial chemistry , organic chemistry , palladium , catalysis , physics , alkyl , quantum mechanics
Three derivatives of aryl ethynylpyrene are successfully synthesized via a Sonogashira coupling‐Knoevenagel condensation sequence. Two of these compounds exhibit excellent selective fluorescent enhancement by CN − in aqueous media with detection limits of 0.066 and 0.087 μM. The 1 H‐NMR analysis suggests that the sensing mechanism involves a nucleophilic addition of CN − to the reactive olefinic group. In the solution phase, these sensors can be used for the determination of spiked CN − in real water samples at 5 and 10 μM with relative standard deviation of below 4 %. When fabricated into paper‐based sensors, they can be used to detect CN − in aqueous media at the micromolar levels by naked eyes.