Polyaromatic Hydrocarbon (PAH)-Based <i>Aza</i>-POPOPs: Synthesis, Photophysical Studies, and Nitroanalyte Sensing Abilities

Polyaromatic Hydrocarbon (PAH)-Based <i>Aza</i>-POPOPs: Synthesis, Photophysical Studies, and Nitroanalyte Sensing Abilities

1,4-Bis(5-phenyl-2-oxazolyl)benzene (POPOP) is a common scintillation fluorescent laser dye. In this manuscript, the synthesis of 2-Ar-5-(4-(4-Ar’-1<i>H</i>-1,2,3-triazol-1-yl)phenyl)-1,3,4-oxadiazoles (Ar, Ar’ = Ph, naphtalenyl-2, pyrenyl-1, triphenilenyl-2), as PAH-based <i>aza&l...

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Bibliographic Details
Main Authors: Mohammed S. Mohammed, Igor S. Kovalev, Natalya V. Slovesnova, Leila K. Sadieva, Vadim A. Platonov, Alexander S. Novikov, Sougata Santra, Julia E. Morozova, Grigory V. Zyryanov, Valery N. Charushin, Brindaban C. Ranu
Format: Article
Language:English
Published: MDPI AG 2023-06-01
Series:International Journal of Molecular Sciences
Subjects:
<i>aza</i>-POPOPs
1,4-bis(5-phenyl-2-oxazolyl)benzene analogues
click reactions
photophysical studies
fluorescence quenching
nitro-explosives
Online Access:https://www.mdpi.com/1422-0067/24/12/10084
Description
Summary:1,4-Bis(5-phenyl-2-oxazolyl)benzene (POPOP) is a common scintillation fluorescent laser dye. In this manuscript, the synthesis of 2-Ar-5-(4-(4-Ar’-1<i>H</i>-1,2,3-triazol-1-yl)phenyl)-1,3,4-oxadiazoles (Ar, Ar’ = Ph, naphtalenyl-2, pyrenyl-1, triphenilenyl-2), as PAH-based <i>aza</i>-analogues of POPOP, by means of Cu-catalyzed click reaction between 2-(4-azidophenyl)-5-Ar-1,3,4-oxadiazole and terminal ethynyl-substituted PAHs is reported. An investigation of the photophysical properties of the obtained products was carried out, and their sensory response to nitroanalytes was evaluated. In the case of pyrenyl-1-substituted <i>aza</i>-POPOP, dramatic fluorescence quenching by nitroanalytes was observed.
ISSN:1661-6596
1422-0067

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