(1-(4-(5-Phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-1,2,3-triazol-4-yl)-methylenyls α,ω-Bisfunctionalized 3- and 4-PEG: Synthesis and Photophysical Studies

Two new azaheterocycle-based bolas, such as (1-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-1,2,3-triazol-4-yl)-methylenyls α,ω-bisfunctionalized PEGs, were prepared via Cu-catalyzed click reaction between 2-(4-azidophenyl)-5-(aryl)-oxadiazole-1,3,4 and terminal ethynyls derived from PEG-3 and PEG-4...

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Published in:Molecules (Basel, Switzerland) Switzerland), 2023-07, Vol.28 (13), p.5256
Main Authors: Mohammed, Mohammed S., Kovalev, Igor S., Slovesnova, Natalya V., Sadieva, Leila K., Platonov, Vadim A., Kim, Grigory A., Aluru, Rammohan, Novikov, Alexander S., Taniya, Olga S., Charushin, Valery N.
Format: Article
Language:English
Subjects:
bola molecules
Chemical reactions
Chemical sensors
Chemoreceptors
Dinitrotoluene
Explosives
Fluorescence
Mass spectrometry
oxadiazole
PEGs
PETN
Scientific imaging
sensor
Solvents
“click” reactions
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Summary:Two new azaheterocycle-based bolas, such as (1-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-1,2,3-triazol-4-yl)-methylenyls α,ω-bisfunctionalized PEGs, were prepared via Cu-catalyzed click reaction between 2-(4-azidophenyl)-5-(aryl)-oxadiazole-1,3,4 and terminal ethynyls derived from PEG-3 and PEG-4. Due to the presence of two heteroaromatic cores and a PEG linker, these bola molecules are considered as promising fluorescent chemosensors for electron-deficient species. As a result of a well-pronounced “turn-off” fluorescence response towards common nitro-explosive components, such as 2,4-dinitrotoluene (DNT) and 2,4,6-trinitrotoluene (TNT), hard-to-detect pentaerythritol tetranitrate (PETN), as well as Hg2+ cation was observed.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules28135256