F 70 Fluorine-containing heterocycles. XVI. Reactions of tetrafluorobenzoyl isothiocyanate with hydrazines and their derivatives [Electronic resource] / E. V. Nosova, G. N. Lipunova, A. A. Laeva, L. P. Sidorova, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 1. - P68-76 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Fluorinated derivatives of 4H-1,3-benzothiazin-4-one, [1,2,4]triazolo[4,3-a]pyrimidine, [1,2,4]triazolo[3,4-b][1,3]benzazoles, and 1,5-dihydro-1,2,4-triazole-5-thione were synthesized by addition of hydrazines and their derivatives to tetrafluorobenzoyl isothiocyanate, followed by cyclization of intermediate thiosemicarbazides \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (1), 68.pdf |
O-57 One-pot synthesis of 6H-pyrrolo[2,3-e[1,2,4]triazolo[1,5-a]pyrimidines on the basis of delta H-adducts of 6-Nitro[1,2,4]triazolo[1,5-a]pyrimidine with carbonyl compounds [Electronic resource] / E. B. Gorbunov, G. L. Rusinov, R. I. Ishmetova, V. N. Charushin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 1. - P128-132 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Aromatic, heteroaromatic, and aliphatic carbonyl compounds reacted with 6-nitro[1,2,4]triazolo[1,5-a]pyrimidine in the presence of a base to give stable ?H-adducts at C7. Reduction of the nitro group in the latter is accompanied by tandem autoaromatization of the azine ring and intramolecular cyclocondensation with formation of the corresponding 6H-pyrrolo[2,3-e][1,2,4]triazolo[1,5-a]pyrimidines \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (1), 128.pdf |
R 30 Reaction of fullerene C60 with 2-azido-4,6-diphenylpyrimidine [Electronic resource] / I. P. Romanova, G. G. Yusupova, D. G. Yakhvarov, O. A. Larionova, N. N. Mochul`skaya, L. P. Sidorova, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 10. - P2171-2174 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The first representative of the pyrimidine-substituted [60]fullereno[1,2-b]aziridines was synthesized by the reaction of fullerene C60 with 2-azido-4,6-diphenylpyrimidine. 2-(Azahomo[60]fullereno)-4,6-diphenylpyrimidine was found to be formed as a by-product. The electrochemical properties of the adducts were studied \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (10), 2171.pdf |
F 70 Fluorine-containing quinazolines annulated at the pyrimidine ring [Electronic resource] / E. V. Nosova, A. A. Laeva, T. V. Trashakhova, G. N. Lipunova, P. A. Slepukhin, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2009. - Vol. 58, № 6. - P1303-1308 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Fluorine-containing quinazolines annulated at the sides [a] and [c] were synthesized by the reaction of 2- and 4-hydrazino-substituted quinazolines with aldehydes and subsequent oxidative cyclization. Annulation at the side [b] was performed by alkylation of 2-alkylthio-4(3H)-quinazolinones with bromoethanol and ipso-substitution of the alkylthio group \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 58 (6), 1303-1308.pdf |
D 46 Design of fused systems based on sigma(H)-adducts of 6-nitro-1,2,4-triazolo[1,5-a]pyrimidine with pi-excessive heteroaromatic compounds [Electronic resource] / E. B. Gorbunov, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2009. - Vol. 58, № 6. - P1309-1314 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A new method was developed for the construction of tetra- and pentacyclic fused systems based on sigma(H)-adducts of 6-nitro-1,2,4-triazolo[1,5-a]pyrimidine with pi-excessive heteroaromatic compounds. The method involves the reduction of the nitro group accompanied by the aromatization of the dihydropyrimidine ring and followed by the cyclocondensation of the amino derivative with aldehydes \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 58 (6), 1309-1314.pdf |
C 73 Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (HSN) reactions as a versatile route to pyrimidines bearing thiophene fragments / E. V. Verbitskiy, E. M. Cherprakova, P. A. Slepukhin, M. I. Kodess, M. A. Ezhikova, M. G. Pervova, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2012. - Vol.68, №27-28. - С. 5445-5452 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SUZUKI–MIYAURA -- CROSS-COUPLING -- PYRIMIDINES Аннотация: It has been shown that combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The HSN (AE)- and HSN (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas–liquid chromatography/mass-spectrometry. The structures of intermediate σH-adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis \\\\Expert2\\nbo\\Tetrahedron\\2012, v. 68, p. 5445.pdf |
U 62 Unusual heterocyclization of chalcone podands with 3-amino-1,2,4-triazole / I. G. Ovchinnikova, M. S. Valova, E. G. Matochkina, M. I. Kodess, A. A. Tumashov, P. A. Slepukhin, O. V. Fedorova, G. L. Rusinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 965-974 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TEMPLATE SYNTHESIS -- CHALCONE PODAND -- CROWN ETHERS Аннотация: A new type of intramolecular cyclization of 1,5-bis[2-(E-3-oxo-3-phenylprop-1-enyl)-phenoxy]-3-oxapentane with 3-aminotriazole promoted by potassium ions was discovered. A cascade mechanism for the formation of crownophane with 4,7-dihydro[1,2,4]triazolo[1,5-a]-pyrimidine fragment was suggested. Effects of oligooxyethylene fragment of the chalcone podand and acid-base catalysis on the selectivity of the cyclocondensation processes and degree of oxidation of triazolopyrimidine fragments were studied. The product structures were confirmed by IR, 1H and 13C NMR spectroscopy and X-ray diffraction study \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 965-974.pdf |
2-Azido-5-nitropyrimidine: Synthesis, Molecular Structure, and Reactions with N-, O-, and S-Nucleophiles [Electronic resource] / E. B. Gorbunov, R. K. Novikova, P. V. Plekhanov, P. A. Slepukhin, G. L. Rusinov, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №5. - P765-775. - Библиогр.: с. 775 (13 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- 2-AZIDO-5-NITROPYRIMIDINE -- AZIDO-TETRAZOLE TAUTOMERISM Аннотация: We describe the synthesis of 2-azido-5-nitropyrimidine and its azido-tetrazole tautomerism in various solvents and in the crystalline state. It was established that on interacting with N-nucleophiles the attack occurred at the C-2 carbon atom. The O- and S-nucleophiles attacked C-4 position of pyrimidine ring, resulting in tetrazole ring closure \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 5, p. 765-775.pdf |
S 98 Synthesis, spectral and electrochemical properties of pyrimidine-containing dyes as photosensitizers for dye-sensitized solar cells [Electronic resource] / E. V. Verbitskiy [и др.] // Dyes and Pigments. - 2014. - Vol.100. - С. 201-214. - Bibliogr. : p. 213-214 (37 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ORGANIC DYES -- PYRIMIDINE -- MICROWAVE-ASSISTED Аннотация: Six novel donor–π–acceptor organic dyes bearing a pyrimidine as the anchoring group have been obtained in good yields by combination of the microwave-assisted Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen reactions. Their absorption, photoluminescence and electrochemical properties were fully investigated in detail. The infrared spectra of dyes adsorbed on TiO2 indicate the formation of coordinate bonds between the pyrimidine ring of dyes and the Lewis acid sites (exposed Tin+ cations) of the TiO2 surface. This work demonstrates that the pyrimidine rings of dye sensitizers that form a coordinate bond with the Lewis acid site of a TiO2 surface are promising candidates as the electron-withdrawing anchoring group. The data from quantum calculations show that all of the dyes are potentially good photosensitizers for dye-sensitized solar cells \\\\expert2\\NBO\\Dyes and Pigments\\2014, v. 100, p.201-214.pdf |
S 98 Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl-pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and SNH reactions [Electronic resource] / M. A. Kravchenko, E. V. Verbitskiy, I. D. Medvinskiy, G. L. Rusinov, V. N. Charushin // Bioorganic and Medicinal Chemistry Letters. - 2014. - Vol. 24, №14. - С. 3118-3120 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIMIDINE -- ANTIMICOBACTERIAL -- TUBERCULOSIS Аннотация: Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions proved to be a convenient method for the synthesis of 5-styryl-4-(hetero)aryl substituted pyrimidines from commercially available 5-bromopyrimidine. All intermediate 5-bromo-4-(hetero)aryl substituted pyrimidines and also the targeted 5-styryl-4-(hetero)arylpyrimidines were found to be active in micromolar concentrations in vitro against Mycobacterium tuberculosis H37Rv, avium, terrae, and multi-drug-resistant strain isolated from tuberculosis patients in Ural region (Russia). It has been found that some of these compounds possess a low toxicity and have a bacteriostatic effect, comparable and even higher with that of first-line antituberculosis drugs \\\\expert2\\nbo\\Bioorganic and Medicinal Chemistry Letters\\2014, v. 24, p. 3118.pdf |
C 47 Charushin, V. N. Ring transformations in reactions of heterocyclic compounds with nucleophiles. Part 26. 1,3- and 1,4-Cyclo adducts as intermediates in the pyrimidine to pyridine ring transformation of 5-nitropyrimidines by .alpha.-phenylacetamidines [Electronic resource] / V. N. Charushin, Henk C. van der Plas // Journal of Organic Chemistry. - 1983. - Vol. 48, № 16. - P2667-2671 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HETEROCYCLIC COMPOUNDS -- NUCLEOPHILES -- PYRIMIDINE \\\\expert2\\nbo\\Journal of Organic Chemistry\\1983, v.48, p.2667.pdf |
D 64 Dithienoquinazolines – A Convenient Synthesis by the Oxidative Photocyclization of 4,5-Dithienyl-Substituted Pyrimidines and Their Photophysical Properties [Electronic resource] / E. V. Verbitskiy, P. A. Slepukhin, M. S. Valova, E. M. Cherprakova, A. V. Schepochkin, G. L. Rusinov, V. N. Charushin // European Journal of Organic Chemistry. - 2014. - № 36. - С. 8133-8141 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): DITHIENOQUINAZOLINES -- PYRIMIDINES -- PHOTOPHYSICAl PROPERTIES Аннотация: A convenient route to a new class of thienoacene systems bearing a fused pyrimidine ring is presented along with their optoelectronic properties. The photophysical and electrochemical properties of these newly developed thieno-aza-acenes have been investigated by UV/Vis absorption and photoluminescence spectrophotometry and cyclic voltammetry, and some crystal structures have also been determined. \\\\expert2\\nbo\\European Journal of Organic Chemistry\\2014, № 36. p.8133-8141.pdf |
C 47 Charushin, V. N. Ring transformations in reactions of heterocyclic compounds with nucleophiles. The conversion of 5-nitropyrimidine into pyridine derivatives by CH-acitve nitriles [Electronic resource] / V. N. Charushin, H. C. Van der Plas // Recueil des Travaux Chimiques des Pays-Bas. - 1983. - Vol. 102, № 7-8. - P373-377. - Bibliogr. : p. 377 (19 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 5-NITROPYRIMIDINES -- CH-ACITVE NITRILES Аннотация: Nitriles R–CH2CN where R is CN, SO2C6H5, C6H4-NO2-p, C6H4-CF3-m, are effective reagents for converting 5-nitropyrimidine (1) into 2-amino-5-nitro-3-R-pyridines (7). In reactions of 1 with cyanoacetic acid derivatives (methyl, ethyl, tert-butyl esters), 3-cyano-5-nitro–2(1H)-pyridone is formed in addition to 7. Ketonic nitriles, such as 3-oxobutyronitrile and 3-oxo–3-phenylpropionitrile, react with 1 to form 2-methyl- and 2-phenyl-5-nitro-3-cyanopyridine, respectively. Plausible mechanisms are discussed. The reaction of 1 with N-(cyanoacetyl)carbamate provides a facile synthetic route to 1,2,3,4-tetrahydro-6-nitropyrido[2,3-d]pyrimidine-2,4-dione. \\\\expert2\\nbo\\Recueil des Travaux Chimiques des Pays-Bas\\1983. V. 102, N 7-8. P. 377.pdf |
S 98 Synthesis and characterization of new complexes derived from 4-thienyl substituted pyrimidines [Electronic resource] / E. M. Cherprakova, E. V. Verbitskiy, M. A. Kiskin, G. G. Aleksandrov, P. A. Slepukhin, A. A. Sidorov, D. V. Starichenko, Yu. N. Shvachko, I. L. Eremenko, G. L. Rusinov, V. N. Charushin // Polyhedron. - 2015. - Vol. 100. - С. 89-99. - Bibliogr. : p. 98-99 (42 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIMIDINE -- CYCLOPALLADATION -- MAGNETIC-PROPERTIES Аннотация: The behavior of 4-thienyl substituted pyrimidine ligands (L1-3) has been studied for the series of their reactions with various salts of 3d metals (Co, Zn, Ni, Cu) and platinoids (Pt, Pd). In particular, mononuclear Co(OTf)(2)(L1-3)(2)(H2O)(2)(MeCN)(2) (1), binuclear Co-2(Piv)(2)(L1-3)(4) (2a,b), Cu-2(Piv)(2)(L1-3)(2) (5a,b), heterometallic polynuclear Li2Co2(Piv)(6)(L1-3)(2) (4) and chelate [(L-1)Pd(OAc)](2) (6) complexes have been obtained. The structures of all complexes have been established by X-ray diffraction. Also magnetic properties of coordination compounds 1, 2, 4 and 5 have been studied in details. In particular, mononuclear Co(II) complexes I and 4 proved to exhibit paramagnetism with large positive zero-field splitting parameters. Dinuclear Co(II) complexes 2a,b show weak antiferromagnetic interactions. Dinuclear Cu(II) complexes 5a,b demonstrate strong antiferromagnetic superexchange interactions via four carboxylate bridges. The systems 2a,b and 5a,b are isolated as exchange coupled dimers \\\\expert2\\nbo\\Polyhedron\\2015, v.100, p.89-99.pdf |
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.) 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 |
C 73 Combination of the SNH reaction, Suzuki cross-coupling and photocyclization as a versatile strategy for construction of new polycyclic systems on the basis of the pyrimidine scaffold / E. M. Cheprakova, E. V. Verbitskiy, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // 19h European Symposium on Organic Chemistry (ESOC-2015), 12th-16th July, Lisboa, Portugal, 2015. : book of abstr. . - Lisboa, 2015. - С. 196 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SNH REACTIONS -- SUZUKI CROSS-COUPLING -- PHOTOCYCLIZATION |
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 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 < \\\\expert2\\nbo\\Analytical and Bioanalytical Chemistry\\2016, Ahead Print.pdf |
H 62 Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties [Electronic resource] / E. V. Verbitskiy [и др.] // European Journal of Organic Chemistry. - 2016. - Vol. 2016, № 7. - С. 1420-1428 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIMIDINE SCAFFOLD -- PERIMIDINE SYSTEMS -- BORONIC ACIDS Аннотация: A convenient synthetic route to novel 7-substituted benzo[f]thieno[3,2-h]quinazoline and 8-substituted benzo[g,h]dithieno[2,3-e:3',2'-j]perimidine systems, bearing the fused pyrimidine ring, has been advanced. A com. available 5-bromopyrimidine was used as the starting material to obtain various polycyclic systems through the sequence of nucleophilic arom. substitution of hydrogen (the SNH reaction), Suzuki cross-coupling and oxidative photocyclization. Evidence for the structure of benzo[g,h]dithieno[2,3-e:3',2'-j]perimidines has been obtained by X-ray crystallog. anal. MO calcns. (DFT), as well as redox and optical measurements for all new compds. have been performed. The data show that the reported polycyclic systems have potential for use in org. electronic applications. The synthesis of the target compds. was achieved using 5-bromo-4-(2-thienyl)pyrimidine and (phenyl)boronic acids as starting materials. \\\\expert2\\NBO\\European Journal of Organic Chemistry\\2016, № 7, p. 1420-1428.pdf |
S 98 Synthesis and evaluation of antitubercular activity of fluorinated 5-aryl-4-(hetero)aryl substituted pyrimidines [Электронный ресурс] / E. V. Verbitskiy, S. A. Baskakova, M. A. Kravchenko, S. N. Skornyakov, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Bioorganic and Medicinal Chemistry. - 2016. - Vol. 24, № 16. - С. 3771-3780 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIMIDINE -- ANTIMYCOBACTERIAL ACTIVITY -- TUBERCULOSIS Аннотация: Various 5-(fluoroaryl)-4-(hetero)aryl substituted pyrimidines have been synthesized based on the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (S-N(H)) reactions starting from commercially available 5-bromopyrimidine and their antitubercular activity against Mycobacterium tuberculosis H(37)Rv has been explored. The outcome of the study disclose that, some of the compounds have showed promising activity in micromolar concentration against Mycobacterium tuberculosis H(37)Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant strains isolated from tuberculosis patients in Ural region (Russia). The data concerning the 'structure-activity' relationship for fluorinated compounds have been discussed \\\\expert2\\NBO\\Bioorganic and Medicinal Chemistry\\2016, V.24, N 16, p.3771-3780.pdf |
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 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 |