Selective fluorescence sensing of salicylic acids using a simple pyrenesulfonamide receptor

Pyrenesulfonamide and pyreneamide probes ( 25 ) were synthesized, and they were used in the sensing of salicylic acid derivatives. The ability of 3 to sense various salicylic acid derivatives was examined by UV-visible, fluorescence, and NMR spectroscopy; it was further supported by DFT calculations...

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Bibliographic Details
Published in:RSC advances 2015-01, Vol.5 (3), p.23613-23621
Main Authors: Kumar, Ashwani, Ghosh, Manik Kumer, Choi, Cheol-Ho, Kim, Hong-Seok
Format: Article
Language:English
Subjects:
Constants
Derivatives
Detection
Fluorescence
Mathematical analysis
NMR spectroscopy
Quenching
Salicylic acid
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Summary:Pyrenesulfonamide and pyreneamide probes ( 25 ) were synthesized, and they were used in the sensing of salicylic acid derivatives. The ability of 3 to sense various salicylic acid derivatives was examined by UV-visible, fluorescence, and NMR spectroscopy; it was further supported by DFT calculations. The sensing of salicylic acid derivatives resulted in a significant quenching of the pyrene monomer emission. Among the tested salicylic acid derivatives, probe 3 exhibited the highest binding constant with 3,5-dinitrosalicylic acid ( K a = 2.65 10 5 M 1 , measured at a 1:1 molar ratio in EtOH). The highest change in relative intensity of probe 3 among the probes 25 with 3,5-DNSA demonstrated the significance of sulfonamide NH and imidazole C 2H with the highest association constant and complete quenching.
ISSN:2046-2069
2046-2069
DOI:10.1039/c5ra00565e