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2010 | 8 | 4 | 766-782
Article title

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

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Abstracts
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. [...]
Publisher

Journal
Year
Volume
8
Issue
4
Pages
766-782
Physical description
Dates
published
1 - 8 - 2010
online
17 - 6 - 2010
Contributors
  • Institute for Chemistry at Kharkov V.N. Karazin National University, Kharkov, 61077, Ukraine
  • Institute for Chemistry at Kharkov V.N. Karazin National University, Kharkov, 61077, Ukraine
  • Institute for Chemistry at Kharkov V.N. Karazin National University, Kharkov, 61077, Ukraine
  • Department of Chemistry, Taras Shevchenko National University of Kyiv, Kyiv, 01033, Ukraine
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Document Type
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.-psjd-doi-10_2478_s11532-010-0051-x
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