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1.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis, Photophysical and Redox Properties of the D-pi-A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety [Electronic resource] / E. V. Verbitskiy [и др.] // Journal of Fluorescence. - 2015. - Vol. 25, № 3. - С. 763-775. - Bibliogr. : p. 774-775 (51 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINES -- CARBAZOLE -- DYE-SENSITIZED SOLAR CELLS
Аннотация: Novel donor-pi-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet-visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.

\\\\expert2\\nbo\\Journal of Fluorescence\\2015, v.25, p.763-775.pdf
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2.
Инвентарный номер: нет.
   
   D 47

   
    Detection of nitroaromatic explosives by new D-π-A sensing fluorophores on the basis of the pyrimidine scaffold [Electronic resource] / E. V. Verbitskiy, A. A. Baranova, K. I. Ludovik, M. Z. Shafikov, K. O. Khokhlov, E. M. Cheprakova, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Analytical and Bioanalytical Chemistry. - 2016. - Ahead of Print
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NITROAROMATIC EXPLOSIVES -- PYRIMIDINE SCAFFOLD
Аннотация: A series of D-​π-​A- type dyes based on pyrimidines, bearing various thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivs. is sensitive to the presence of nitroarom. explosives, such as 2,​4,​6-​trinitrophenol (PA)​, 2,​4,​6-​trinitrotoluene (TNT)​, and 2,​4-​dinitrotoluene (DNT)​, in their acetonitrile solns. The detection limits of fluorophores to PA, TNT, and DNT proved to be in the range from 5.83 × 10-​6 to 2.38 × 10-​7 mol​/L, 1.70 × 10-​4 to 8.40 × 10-​6 mol​/L, and 8.39 × 10-​5 to 6.87 × 10-​6 mol​/L, resp. The theor. investigation into the quenching mechanism in the presence of fluorophore has been performed. All compds. have shown a good efficiency as sensor materials when tested as elements of the original device <> for detecting nitro-​contg. explosives in vapor phase

\\\\expert2\\nbo\\Analytical and Bioanalytical Chemistry\\2016, Ahead Print.pdf
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3.
Инвентарный номер: нет.
   
   F 70

   
    Fluorescent Detection of 2,​4-​DNT and 2,​4,​6-​TNT in Aqueous Media by Using Simple Water-​Soluble Pyrene Derivatives [Electronic resource] / I. S. Kovalev, O. S. Taniya, N. V. Slovesnova, G. A. Kim, S. Santra, G. V. Zyryanov, D. S. Kopchuk, A. Majee, V. N. Charushin, O. N. Chupakhin // Chemistry - An Asian Journal. - 2016. - Vol. 11, № 5. - С. 775-781. - Bibliogr. : p. 780-781 (39 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HERBICIDES -- PYRENE DERIVATIVES -- 2,4-DNT -- 2,4,6-TNT
Аннотация: Pyrene-contg. water-sol. probes for the fluorescent detection of nitroarom. compds. (NACs), such as explosive components (2,4-DNT and 2,​4,​6-​TNT) and herbicides (2,4-​dinitrocresol, 2,4-DNOC)​, in aq. media are reported. In the probes, the introduction of surface-​active hydrophilic heads at the periphery of lipophilic (i.e., hydrophobic) pyrene tails resulted in the formation of highly fluorescent micelle-​like aggregates​/pre-​assocs. in aq. solns. at concns. of ≤10-5M. The enhanced fluorescence quenching of the herein reported architectures is achieved in the presence of ultra-​trace amts. of TNT or 2,4-DNT with values of Stern-​Volmer quenching const. close to 1 × 105M and a detection limit as low as 182 ppb. The most hydrophilic probes demonstrated higher response to 2,​4-​DNT over TNT. Filter paper test strips impregnated with 1 × 10-​5M solns. of the probes were able to detect TNT, 2,​4-​DNT, and other NACs at levels as low as 50 ppb in water.

\\\\expert2\\NBO\\Chemistry - an Asian Journal\\2016. 11(5). P. 775-781.pdf
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4.
Инвентарный номер: нет.
   
   N 52

   
    New 2H-[1,2,3]triazolo[4,5-e][1,2,4]triazolo[1,5-a]pyrimidine derivatives as luminescent fluorophores for detection of nitroaromatic explosives [Electronic resource] / E. V. Verbitskiy, E. B. Gorbunov, A. A. Baranova, K. I. Ludovik, K. O. Khokhlov, E. M. Cheprakova, G. A. Kim, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2016. - Vol. 72, № 32. - С. 4954-4961
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CARBAZOLE -- NITROAROMATIC EXPLOSIVES -- TRIPHENYLAMINE
Аннотация: A number of D-pi-A type dyes on the basis of new 2H[1,2,3]triazolo[4,5-e][1,2,4]triazolo[1,5-a]pyrimidines, bearing various electron-donating carbazole and triphenylamine fragments, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that emission spectra of these compounds in acetonitrile are sensitive to the presence of nitroaromatic explosives, such as 2,4-dinitroanisole (DNAN), picric acid (PA), styphnic acid (SA), 1,3,5-triethoxy-2,4,6-trinitrobenzene (TETNB), 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT) and nitrobenzene (NB). Detection limits of fluorophores for DNAN, PA, SA, TETNB, DNT and TNT proved to be in the range from 4.82x10(-1) to 2.96x10(-3) mol/L, 2.10x10(-3) to 5.98x10(-5) mol/L, 1.26x10(-1) to 2.02x10(-4) mol/L, 1.58 x 10(-1) to 1.62x10(-3) mol/L, 1.26x10(-1) to 5.61x10(-4) mol/L and 9.01x10(-2) to 2.77x10(-3) mol/L, respectively. Selective fluorescence quenching response, including a sharp color change under UV irradiation (especially for PA, SA and DNT), makes these compounds promising fluorescence chemosensors for nitroaromatic explosives

\\\\expert2\\NBO\\Tetrahedron\\2016, v. 72 , p. 4954-4961.pdf
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5.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis and Photophysical Studies of 2-(Thiophen-2-yl)-4-(morpholin-4-yl) quinazoline Derivatives [Electronic resource] / E. V. Nosova, T. N. Moshkina, G. N. Lipunova, D. S. Kopchuk, P. A. Slepukhin, I. V. Baklanova , V. N. Charushin // European Journal of Organic Chemistry. - 2016. - № 16. - С. 2876-2881
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PHOTOPHYSICS -- CHARGE TRANSFE -- FLUORESCENCE
Аннотация: The synthesis of a series of push-pull aryl and arylethynyl 2-(thiophen-2-yl) quinazoline derivatives is presented. The photophysical properties of the newly generated compounds are also described. Functionalization of the (2-thienyl) quinazoline fluorophore at the 5'-position with aryl and arylethynyl moieties was performed using bromination and subsequent palladium-catalyzed cross-coupling reactions. Optical studies revealed that 4-(diethylamino) phenyl and 4-(diphen-ylamino) phenyl derivatives emit green light upon irradiation, whereas their 4-(9H-carbazol-9-yl) phenyl, methoxyphenyl, thienyl and arylethynyl counterparts are characterized by blue light emission capabilities. The effect of protonation has also been studied, and the ability of some of these molecules to function as colorimetric and luminescent pH sensors has been demonstrated with significant color changes and luminescence switching upon the introduction of acid.

\\\\expert2\\NBO\\European Journal of Organic Chemistry\\2016, №16. p.2876-2881.pdf
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6.
Инвентарный номер: нет.
   
   N 52

   
    New 4,5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase / E. V. Verbitskiy, A. A. Baranova, K. I. Lugovik, K. O. Khokhlov, E. M. Cheprakova, M. Z. Shafikov, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Dyes and Pigments. - 2016. - Vol. 137. - С. 360-371. - Bibliogr. : p. 370-371 (50 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
4,5-DI(HETERO)ARYLPYRIMIDINES -- NITROAROMATIC EXPLOSIVES -- VAPOR PHASE
Аннотация: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2,4,6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10−4 to 10−6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs.

\\\\expert2\\nbo\\Dyes and Pigments\\2016, v. 137, p.360-371.pdf
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7.
Инвентарный номер: нет.
   
   M 65

   
    Microwave-assisted synthesis of 4-(2,2'-bithiophen-5-yl)-5-phenylpyrimidine derivatives as sensors for detection of nitroaromatic explosives = Микроволновый синтез производных 4-(2,2'-битиофенил-5-ил)-5-фенилпиримидина и их применение в качестве сенсоров нитроароматических взрывчатых веществ / E. V. Verbitskiy, E. M. Cheprakova, A. A. Baranova, K. O. Khokhlov, K. I. Ludovik, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2016. - Vol. 52, № 11. - С. 904-909. - Bibliogr. : p. 909 (27 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINE TRIPHENYLAMINE -- NITROAROMATIC EXPLOSIVES -- FLUORESCENCE QUENCHING
Аннотация: A reaction sequence involving microwave-assisted Suzuki cross-coupling steps and bromination with N-bromosuccinimide was used to synthesize 4-{4-[4',5'-bis(4-diphenylaminophenyl)-3'-hexyl-2,2'-bithiophen-5-yl]pyrimidin-5-yl}benzonitrile. The optical properties of the obtained compound were studied to evaluate it for possible applications as a sensor of nitroaromatic compounds in acetonitrile solutions and gas phase

\\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2016, v.52, N 11, p. 904-909.pdf
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8.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis and properties of new π-conjugated imidazole/carbazole structures / R. A. Irgashev, N. A. Kazin, N. I. Makarova, I. V. Dorogan, V. V. Malov, A. R. Tameev, G. L. Rusinov, A. V. Metelitsa, V. I. Minkin, V. N. Charushin // Dyes and Pigments. - 2017. - Vol. 141. - P512-520
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
IMIDAZOLES -- CARBAZOLES -- ABSORPTION SPECTRA -- PHOTOLUMINESCENCE -- TDDFT CALCULATIONS -- CHARGE MOBILITY
Аннотация: New 3-(1H-imidazol-2-yl)-9H-carbazoles and 6,6′-di(1H-imidazol-2-yl)-9H,9′H-3,3′-bicarbazoles have been prepared, starting from 9-ethyl-9H-carbazole-3-carbaldehyde or 9,9′-diethyl-9H,9′H-[3,3′-bicarbazole]-6,6′-dicarbaldehyde through their reactions with 4-methoxyaniline or 4-fluoroaniline, benzil or 2,2′-thenil [1,2-di(thien-2,2′-yl) glyoxal] and ammonium acetate on reflux in glacial acetic acid. The obtained compounds have been shown to demonstrate an effective fluorescence in the blue spectral region, exhibiting quantum yields in the range of 0.08–0.51, depending on their molecular structure and solvent polarity. The nature of the observed absorption spectra has been elucidated by the TDDFT calculations.

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9.
Инвентарный номер: нет.
   
   N 52

   
    New 4,5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase / E. V. Verbitskiy, A. A. Baranova, K. I. Lugovik, K. O. Khokhlov, E. M. Cheprakova, M. Z. Shafikov, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Dyes and Pigments. - 2017. - Vol. 137. - P360-371
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
FLUORESCENCE QUENCHING -- NITROAROMATIC EXPLOSIVES -- TRIPHENYLAMINES -- CARBAZOLES -- PYRIMIDINES
Аннотация: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2,4,6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10−4 to 10−6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs.

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10.
Инвентарный номер: нет.
   
   E 97

   
    Extended cavity pyrene-based iptycenes for the turn-off fluorescence detection of RDX and common nitroaromatic explosives / A. F. Khasanov [et al.] // New Journal of Chemistry. - 2017. - Vol. 41, № 6. - P2309-2320
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRENE (CHEMICAL) -- FLUORESCENCE -- RDX (CYCLONITE)
Аннотация: Extended cavity pyrene-based iptycenes have been synthesized by using the Diels–Alder reaction between in situ generated dehydropyrenes and anthracene. The photophysical properties and the interaction of these iptycenes with nitro-explosive components were studied both in solution and in the solid state by using fluorescence spectroscopy and X-ray crystallography, respectively. Due to the presence of both the large iptycene cavity and the central pyrene core, an unprecedently high fluorescence-quenching response towards non-aromatic and non-planar 1,3,5-trinitroperhydro-1,3,5-triazine (RDX) has been observed both in solution (with an apparent Stern–Volmer constant value aKSV up to 1.53 × 103 M−1) and in the vapor phase (50–75% fluorescence quenching of the PU films doped with chemosensors). In the case of nitroaromatic explosives, nitrobenzene (NB), 2,4-DNT, TNT, and 2,4,6-trinitrophenol (TNP or picric acid, PA), pyrene-based iptycenes also demonstrate a good fluorescence-quenching response both in solutions (with apparent Stern–Volmer constant values aKSV = 0.4–8.0 × 103 M−1) and in the vapor phase (up to 90% fluorescence quenching of the PU films doped with chemosensors). The “sphere of action” fluorescence quenching model was suggested.

\\\\Expert2\\NBO\\New Journal of Chemistry\\2017 v.41 p.2309-2320.pdf
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