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(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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Autores principales: 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.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10343605/
https://www.ncbi.nlm.nih.gov/pubmed/37446917
http://dx.doi.org/10.3390/molecules28135256
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author 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.
author_facet 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.
author_sort Mohammed, Mohammed S.
collection PubMed
description 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 Hg(2+) cation was observed.
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spelling pubmed-103436052023-07-14 (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 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. Molecules Article 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 Hg(2+) cation was observed. MDPI 2023-07-06 /pmc/articles/PMC10343605/ /pubmed/37446917 http://dx.doi.org/10.3390/molecules28135256 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
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.
(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
title (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
title_full (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
title_fullStr (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
title_full_unstemmed (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
title_short (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
title_sort (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
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10343605/
https://www.ncbi.nlm.nih.gov/pubmed/37446917
http://dx.doi.org/10.3390/molecules28135256
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