(1-(4-(5-Phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1<i>H</i>-1,2,3-triazol-4-yl)-methylenyls α,ω-Bisfunctionalized 3- and 4-PEG: Synthesis and Photophysical Studies
Mohammed S. Mohammed,
Igor S. Kovalev,
Natalya V. Slovesnova,
Leila K. Sadieva,
Vadim A. Platonov,
Grigory A. Kim,
Rammohan Aluru,
Alexander S. Novikov,
Olga S. Taniya,
Valery N. Charushin
Affiliations
Mohammed S. Mohammed
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Igor S. Kovalev
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Natalya V. Slovesnova
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Leila K. Sadieva
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Vadim A. Platonov
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Grigory A. Kim
I. Ya. Postovsky Institute of Organic Synthesis of RAS (Ural Division), 22/20 S. Kovalevskoy/Akademicheskaya St., 620137 Yekaterinburg, Russia
Rammohan Aluru
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Alexander S. Novikov
Institute of Chemistry, Saint Petersburg State University, 7/9 Universitetskaya Nab., 199034 Saint Petersburg, Russia
Olga S. Taniya
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
Valery N. Charushin
Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia
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.
