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High Stokes shift long-wavelength energy gap regulated fluorescence in the series of nitro/dimethylamino-substituted ortho-analogs of POPOP

100%
Iliashenko R., Zozulia O., Doroshenko A.
Open Chemistry
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2011
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vol. 9
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issue 6
962-971
EN
A series of novel nitro-substituted ortho-analogs of POPOP was synthesized. Like the most of the other known compounds of this class, the synthesized molecules demonstrate high Stokes shift fluorescence emission owing to the planarization of their molecules at electronic excitation. Significant fluorescence quenching in polar solvents was described as the “energy gap law” action rather than the specific effect of the dialkylamino group excited state twisting. [...]
2
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Facile ultrasensitive monitoring of mercury ions in water by fluorescent ratiometric detection

100%
Dereka B., Svechkarev D., Doroshenko A.
Open Chemistry
|
2013
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vol. 11
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issue 4
584-593
EN
Prospects for analytical application of 2,5-diphenyloxazole-substituted 3-hydroxychromone for detection of mercury ions are presented. Sensitivity and selectivity for a number of metal ions both in methanol solution and in the plasticized polymer are outlined. Ultrasensitive and highly selective fluorescent ratiometric response of the polymer film containing the title compound for mercury ions in water media is revealed. Reversibility of ratiometric response to mercury ions and influence of plasticizer’s content in the polymer film on the optical feedback are also discussed. [...]
3
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1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2-yl)-benzene (bis-flavonol): synthesis, spectral properties and principle possibility of the excited state double proton transfer reaction

100%
Svechkarev D., Doroshenko A., Kolodezny D.
Open Chemistry
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2012
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vol. 10
|
issue 1
205-215
EN
Synthesis and systematic investigation of the spectral-luminescent properties of “bis-flavonol” {1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2-yl)-benzene} were performed. Hypothetical possibility for the double excited-state proton transfer reaction in bis-flavonol is discussed based on both quantum-chemical modeling and experimental data. Consecutive S1*-state transfer of the two protons of the title molecule is shown to be energetically unfavorable, however, still preserving a possibility for the concerted double proton transfer in the excited dienol form.
4
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Protolytic properties of the structurally rigid analogs of 2,6-distyrylpyridine. Widening the pH sensitivity range by the photochemical E→Z isomerisation and introduction of substituents capable to protolytic interactions

88%
Grygorovych O., Nevskii O., Moskalenko S., Pivovarenko V., Doroshenko A.
Open Chemistry
|
2010
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vol. 8
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issue 4
766-782
EN
Protolytic interactions in the series of prospective fluorescent ratiometric wide-range pH indicators - structurally rigid analogs of 2,6-distyrylpyridine - (3E,5E)-3,5-dibenzylidene-8-phenyl-1,2,3,5,6,7-hexahydrodicyclopentano[b,e]pyridine - were investigated. The pyridine nitrogen atom basicity in these compounds is significantly lower in comparison with that of unsubstituted heterocycle and 2,6-distyrylpyridine. The photochemical E→Z photoisomerization and the side benzene rings substituents influence on the acid-base equilibria were studied. The complex multi-stage mechanism of the acid-base interactions of the polysubstituted compounds was elucidated. The most significant spectral effects were typical to the N,N-dialkylamino substituted compounds of the investigated series. The widest pH sensitivity interval covering nearly the full range of 0–14 units was demonstrated for compounds with both proton donor and proton acceptor substituents. [...]
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