O-57 One-Step Heterylation at the Upper Rim of Calix[4]arene with 1,2,4-Triazin-5(2H)-ones [Electronic resource] / D. G. Beresnev, N. A. Itsikson, O. N. Chupakhin, V. N. Charushin, M. I. Kodess, A. I. Butakov, G. L. Rusinov, Yu. Yu. Morzherin, A. I. Konovalov, I. S. Antipin // Journal of Organic Chemistry. - 2006. - Vol. 71, № 21. - P8272-8275 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A convenient way to modify calix[4]arenes based on the direct C-C coupling reaction of their phenol moiety with 1,2,4-triazines has been advanced, and the ability of modified calixarenes to provide transport of La3+ and Ga3+ cations through organic membranes has been examined. ?? \\\\Expert2\\nbo\\Journal of Organic Chemistry\\2006, v.71, N 21, p.8272.pdf |
N 71 Nitroalkyl-substituted tetrahydropyrazines in syntheses of azapolycyclic compounds [Electronic resource] / P. A. Slepukhin, N. N. Mochul`skaya, L. P. Sidorova, G. L. Rusinov, M. A. Ezhikova, M. I. Kodess, O. N. Kazheva, A. N. Chekhlov, O. A. Dyachenko, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2005. - Vol. 54, № 9. - P2197-2203. - Библиогр. : с. 2203 (13 назв. ) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Tri-and tetracyclic compounds were synthesized by the cyclization of 6-alkoxy-2,3-dicyano-5-nitromethyl-1,4,5,6-tetrahydropyrazines with 1,2,3-triazinium and quinoxalinium cations. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2005, 54 (9), 2197-2203.pdf |
F 12 Facile Synthesis of 6-aryl-3-pyridyl-1,2,4-triazines as a key step towards hightly fluorescent 5-substituted bipyridines and their Zn(II) and Ru(II) complexes [Electronic resource] / V. N. Kozhevnikov, O. V. Shabunina, D. S. Kopchuk, M. M. Ustinova, B. Konig, D. N. Kozhevnikov // Tetrahedron. - 2008. - Vol. 64, № 37. - P8963-8973 : рис., табл. - Библиогр. : с. 8973 (21 назв.) . - ISSN 0040-4020 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A wide series of substituted bipyridines were obtained through the synthesis of 1,2,4-triazines and their aza Diels–Alder reactions. The reported method facilitates the synthesis of functionally diverse bipyridines that provides fine-tuning of photophysical properties of new ligands and their Zn(II) and Ru(II) complexes. Some of substituted bipyridines exhibit ‘off–on’ fluorescence response toward Zn2+ cations.???? \\\\Expert2\\nbo\\Tetrahedron\\2008, v. 64, N37, p. 8963.pdf |
S 53 Shchegol'kov, E. V. The transformations of fluoroalkyl-containing 2-arylhydrazono-1,3-dicarbonyl compounds with methylamine [Electronic resource] / E. V. Shchegol'kov, Ya. V. Burgart, V. I. Saloutin // Journal of Fluorine Chemistry. - 2007. - Vol. 128, № 7. - P779-788 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Fluoroalkylated 1,2,3-triketone 2-arylhydrazones and 2-arylhydrazono-3-oxo esters react variously with methylamine depending on the structure of the fluorinated substituent. 2-Arylhydrazono-1,3-dicarbonyl compounds having "short" fluoroalkyl substituents condense with methylamine at the carbonyl group attached to the non-fluorinated substituent whereas ones containing a lengthy polyfluoroalkyl substituent undergo haloformic cleavage as a result of the amine addition at the carbonyl group bearing such a substituent. The resulting 2-arylazo-3-(N-methyl)amino-1-polyfluoroket-2-en-1-ones and 1-(N-methyl)amino-2-arylhydrazono-3-fluoroalkyl-3-oxopropanamides have complexing properties, and they can bind to nickel(II) and copper(II) ions. Nickel chelates can be obtained by a three-component condensation of 2-arylhydrazono-1,3-dicarbonyl compounds and methylamine in the presence of nickel(II) cations. \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2007, v.128. p.779.pdf |
S 83 Stereochemical features of addition of O- and C-nucleophiles to 5-(Het)aryl-2,3-dicyano-1-ethylpyrazinium salts [Electronic resource] / E. V. Verbitskiy, G. L. Rusinov, P. A. Slepukhin, A. N. Grishakov, M. A. Ezhikova, M. I. Kodess, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 2. - P302-310 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Stable delta(H)-adducts of O- and C-nucleophiles were obtained with cations of 5-(het)aryl-2,3-dicyano-1-ethylpyrazinium, and their structure was investigated by X-ray diffraction analysis. Analytical separation was performed of 1,2-dihydropyrazines into individual enantiomers by means of HPLC on columns with chiral sorbents \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (2), 302.pdf |
P 58 Photoinduced template synthesis of cyclobutane-containing crown ether [Electronic resource] / I. G. Ovchinnikova, O. V. Fedorova, P. A. Slepukhin, G. L. Rusinov // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 1. - P212-214 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The photoinitiated [2+2]-cycloaddition of 1,5-bis[2-(3-phenyl-3-oxoprop-1-en-1-yl)phenoxy]-3-oxapentane in solution was studied. In the presence of potassium cations, the reaction is intramolecular and gives crown ether containing the ?-truxin-type cyclobutane fragment (anti, head-to-head) as the major product. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (1), 212.pdf |
N 52 New 1,2,4-triazine-containing podands: synthesis and properties [Electronic resource] / O. N. Chupakhin, G. L. Rusinov, N. A. Itsikson, D. G. Beresnev, O. V. Fedorova, I. G. Ovchinnikova // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 10. - P2308-2313 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A method of one-step C-C coupling of 1,5-bis(2,6-dimethylphenoxy)-3-oxapentane (1a) and 1,8-bis(2,6-dimethylphenoxy)-3,6-dioxaoctane (1b) with 3-methylthio- (2) and 3-amino-1,2,4-triazine (3) and 3-aryl-1,2,4-triazin-5-one (6-8) has been described. The reaction of compounds 1a,b with compounds 2 and 3 in the presence of trifluoroacetic acid results in the addition of the dimethylphenoxy group to the unsubstituted C(5) carbon atom of the triazine ring. The reactions of triazinones 6-8 with compounds 1a,b in a mixture of trifluoroacetic acid and organic anhydrides are accompanied by the acylation of the nitrogen atom adjacent to the reaction center and affords bis[(3-R-1-acyl-5-oxo-1,4,5,6-tetrahydro-1,2,4-triazin-6-yl)-2,6-dimethylphenoxy]-3-oxapentane or -3,6-dioxaoctane. The obtained adducts can smoothly be oxidized under mild conditions to form more stable products of nucleophilic hydrogen substitution in the triazine ring. The extraction and transport of Ca2+ and Mg2+ cations through an organic membrane by the compounds synthesized are discussed. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (10), 2308.pdf |
D 46 Design of ICT-PET fluorescent probes for zinc(II) based on 5-aryl-2,2′-bipyridines / D. S. Kopchuk, A. M. Prokhorov, P. A. Slepukhin, D. N. Kozhevnikov // Tetrahedron Letters. - 2012. - Vol.53, №46. - С. 6265-6268 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ZINC(II) SENSOR -- BIPYRIDINES -- INTRAMOLECULAR CHARGE TRANSFER Аннотация: Rational design of selective and sensitive ‘off-on’ fluorescent probes for Zn(II) cations exploiting both PET and ICT mechanisms of sensing is illustrated by the synthesis and application of 5-aryl-2,2′-bipyridines modified with a dipicolylaminomethyl fragment. The aryl substituent provides tuning of the prop \\\\Expert2\\nbo\\Tetrahedron Letters\\2012, v. 53, p. 6265.pdf |
S 98 Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines [Electronic resource] / S. G. Tolshchina, R. I. Ishmetova, A. V. Ignatenko, A. V. Korotina, P. A. Slepukhin, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №4. - P604-617. - Библиогр.: с. 617 (18 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): S-TETRAZINE -- MALONODINITRILE -- NUCLEOPHILIC SUBSTITUTION Аннотация: Derivatives of s-tetrazine containing malonodinitrile, ethyl cyanoacetate, and 1,3-indanedione fragments were synthesized by the nucleophilic substitution of heterocyclic groups in 3,6-diazolyl-1,2,4,5-tetrazines. Coordination compounds of the cyanomethyltetrazine anion with Cu+, Mn2+, and the tetrathiafulvalene radical cation were obtained, and their structures were determined. A transformation of cyanomethyltetrazines to pyrrolo[1,2-b][1, 2, 4, 5]tetrazines catalyzed by metal cations was discovered \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 4, p. 604-617.pdf |
P 91 Preparation of triazatriphenylene cations, promising chemosensors for nitro compounds [Electronic resource] / D. S. Kopchuk, I. N. Egorov, T. A. Tseitler, A. F. Khasanov, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №3. - P503-505. - Библиогр.: с. 505 (10 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZATRIPHENYLENE -- CATIONS -- NITRO COMPOUNDS \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 3, p. 503-505.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 of new sorbents on the basis of dibenzocrown ethers chemically attached to magnetic particles Fe@C [Electronic resource] / Yu. A. Titova, O. V. Fedorova, I. G. Ovchinnikova, G. L. Rusinov, V. N. Charushin // Macroheterocycles . - 2014. - Vol.7, №1. - С. 23-27. - Bibliogr. : p. 27 (10 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): DIBENZOCROWN ETHERS -- Fe@C -- IMMOBILIZATION Аннотация: Magnetic particles Fe@C were chemically modified with dibenzo-18-crown-6, dibenzo-21-crown-7 and dibenzo-24- crown-8 through the C-C bond formation using diazonium salts of the corresponding crown ethers. It has been shown that the ability of Fe@C-dibenzocrown ether composites for sorbtion of Yb3+ cations from 0.1 M hydrochloric acid solutions increased from 0 to 90.9-100 %, relative to dibenzocrown ether \\\\expert2\\NBO\\Macroheterocycles\\2014.7.1.23-27.pdf |
P 91 Preparation of ligands for lanthanide cations based on 5-aryl-2,2-bipyridine-6-carboxylic acids with an extended conjugation system / A. P. Krinochkin, D. S. Kopchuk, S. Santra, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов (MOSM2018): вторая международная научно-практическая конференция : материалы и доклады. - Екатеринбург, 2019. - С. 232 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
T 44 The Rh(III)-catalysed C-H/N-H annulation of 2-thienyl- and 2-phenyl-quinazolin-4(3: H)-ones with diphenylacetylene / T. N. Moshkina, E. V. Nosova, G. N. Lipunova [et al.] // New Journal of Chemistry. - 2021. - Vol. 45, № 19. - P8456-8466 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A series of 4,5-diphenyl-7H-thieno[2′,3′:3,4]pyrido[2,1-b]quinazolin-7-ones was synthesized via the Rh(III)-catalyzed annulation of 2-thienylquinazolin-4(3H)-ones with diphenylacetylene. 2-Phenylquinazolin-4(3H)-one amide alcoholysis and double C–H functionalization proceeded under the same reaction conditions with the formation of 2,3,7,8-tetraphenyl-1H-benzo[d,e][1,8]-naphthyridine derivatives. All compounds possess fluorescence properties in MeCN and toluene solutions as well as in the solid state. The aggregation induced emission (AIE) properties and the ability to detect Fe3+ cations were evaluated. |
Meso-functionalization of calix[4]arene with 1,3,7-triazapyrene in the design of novel fluorophores with the dual target detection of Al3+ and Fe3+ cations / T. D. Moseev, I. A. Lavrinchenko, M. V. Varaksin [et al.] // RSC Advances. - 2021. - Vol. 11, № 11. - P6407-6414 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A meso-functionalization strategy has successfully been applied to the synthesis of novel 1,3,7-triazapyrene derivatives of calixarenes. The key synthetic step in these transformations providing the direct C–C bond formation is nucleophilic substitution of hydrogen (SNH) in 1,3,7-triazapyrene. General photophysical characteristics for these macrocyclic compounds, as well as features in emission properties upon addition of various metal cations have been elaborated. Studies using NMR spectroscopy have also shown a mutual effect of both calix[4]arene and 1,3,7-triazapyrene moieties on the coordination process. The complex stoichiometry and binding constants for Al3+ and Fe3+ guests have been explored with titration experiments. |
New 2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione-2,2’-bipyridine-based co-polymer, synthesis, photophysical properties and response to metal cations / A. P. Krinochkin, M. I. Savchuk, E. S. Starnovskaya [et al.] // Chimica Techno Acta. - 2021. - Vol. 8, № 4. - Ст. 20218417 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SONOGASHIRA COUPLING -- POLYMER -- MONOAZATRIPHENYLENE -- 3,6-DI(THIOPHEN-2- YL)PYRROLO[3,4-C]PYRROLE- 1,4(2H,5H)-DIONE Аннотация: A new co-polymer based on fragments of 2-(2-pyridyl)monoazatriphenylene and 2,5-bis (2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione was prepared by using the Sonogashira reaction. The photophysical properties of the polymer were studied. The presence of a strong bathochromic shift of the absorption and emission maxima in comparison with the previously described monomer units is shown. The polymer exhibits an intense “turn-off” response toward Cu2+ cations. |
Synthesis and study of Si–Ti mixed oxides modified with dibenzo-18-crown-6 complexes with metal cations / O. V. Fedorova, A. N. Murashkevich, E. S. Filatova [и др.] // Russian journal of inorganic chemistry. - 2022. - Т. 67, № 10. - С. 1527-1536 Рубрики: ХИМИЧЕСКИЕ НАУКИ |