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1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Smyshliaeva L. A., Varaksin M. V., Fomina E. I., Medvedeva M. V., Svalova T. S., Kozitsina A. N., Charushin V. N., Chupakhin O. N., Demidov O. P., Borovlev I. V., Mensch C., Mampuys P., Maes B. U. W.
Заглавие : 1,3,7-triazapyrene-based ortho-carborane fluorophores: convenient synthesis, theoretical studies, and aggregation-induced emission properties
Место публикации : Organometallics. - 2021. - Vol. 40, № 16. - С. 2792-2807
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A convenient transition-metal-free approach, based on nucleophilic substitution of hydrogen (SNH), for consecutive regioselective C–H functionalization of 1,3,7-triazapyrene scaffolds with carboranyllithium and phenyllithium is reported. The theoretical calculations disclosed highlight key features in the regioselectivity and mechanism of the investigated SNH transformations. The novel 1,3,7-triazapyrene-based ortho-carboranes obtained have large potential in the field of molecular electronics as organic luminophores, which are characterized by the aggregation-induced emission and dual-emission effects.
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2.

Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Verbitskiy E. V., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : A new route towards dithienoquinazoline and benzo[f]thieno[3,2-h]quinazoline systems using Pd-catalyzed intramolecular cyclization under microwave irradiation [Электронный ресурс]
Место публикации : ARKIVOC. - 2016. - № 4. - С. 204-216
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 1.11.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidines --intramolecular cyclizations --fused ring systems--thienoacenes
Аннотация: A novel synthetic route to novel thienoacene systems bearing a fused pyrimidine ring is proposed. The commercially available 5-bromopyrimidine is used as the starting material to obtain various dithienoquinazoline and benzo[f]thieno[3,2-h] quinazoline systems through the Suzuki cross-coupling, nucleophilic aromatic substitution of hydrogen (the S-N(H) reaction), and finally palladium-catalyzed intramolecular cyclization under microwave irradiation. Redox properties of some of the new compounds have been investigated. The data obtained show that these systems have plausible potential for use in organic electronic applications.
\\\\expert2\\NBO\\ARKIVOC\\2016, p.204-216.pdf
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3.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Taniya O. S., Fedotov V. V., Sadieva L. K., Krinochkin A. P., Kovalev I. S., Kopchuk D. S., Zyryanov G. V., Ulomsky E. N., Rusinov V. L., Charushin V. N., Novikov A. S., Liu Y.
Заглавие : Abnormal push-pull benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores in planarized intramolecular charge transfer (PLICT) state: Synthesis, photophysical studies and theoretical calculations
Место публикации : Dyes and Pigments. - 2022. - Vol. 204. - Ст.110405
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The combination of excellent luminescence with high solvent polarity effect and aggregation induced emission (AIE) is an ideal combination for creating fluorophores/probes with high microenvironmental sensitivity. However, many push-pull chromophores of the D−A type in common intramolecular charge transfer (ICT) state with a significant solvatochromic effect and AIE activity, have poor luminescent properties. Herein, to overcome this problem by using reactions of nucleophilic aromatic hydrogen substitution (SNH), we have designed a series of novel 4-heteroaryl-substituted 2-aryl-2H-benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores possessing a planarized intramolecular charge transfer (PLICT) state. All these fluorophores exhibited high luminescence quantum yields (up to 60%) and large Stokes shift values of up to 7459 cm−1. Among them, the fluorophore 4h was found to exhibit the most pronounced positive solvatochromic effect and the probe 4f exhibited the most pronounced aggregation induced emission characteristics. This AIE behavior was further confirmed by means of time-resolved fluorescence lifetime measurements as well as DFT-assisted geometry optimization studies. In the presence of trifluoroacetic acid (TFA) compound 4h exhibited a well-pronounced acidochromism via visible color change from yellow-green to orange which returned to the original yellow-green solution after the addition of triethylamine (TEA). The Stern-Volmer constant for the probe 4h towards TFA was 38 M−1. Finally, for the compounds 4f, g, h theoretical calculations in the ground and excited states in different solvents were carried out to confirm the PLICT process. Based on all above the herein reported PLICT fluorophores 4a-h can be successfully applied as biological probes and optical switches.
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4.

Вид документа : Статья из журнала
Шифр издания : 54/A 23
Автор(ы) : Utepova I. A., Trestsova M. A., Chupakhin O. N., Charushin V. N., Rempel A. A.
Заглавие : Aerobic oxidative C-H/C-H coupling of azaaromatics with indoles and pyrroles in the presence of TiO2 as a photocatalyst [Электронный ресурс]
Место публикации : Green Chemistry. - 2015. - Vol. 17, № 8. - С. 4401-4410
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 4409-4410 (30 ref.). - 18.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): bond activation--inhibitors--hydrogen
Аннотация: In this paper we wish to report a highly selective and benign method for the double C-H/C-H coupling of azaaromatics with indoles or pyrrole in the presence of air oxygen/TiO2, as an effective photocatalytic oxidative system. It has been shown that this versatile approach can be applied for direct C-H functionalisation of a variety of azaaromatic systems, such as mono-, di- and triazines, substituted and unsubstituted azines and their benzo-annelated analogues.
\\\\expert2\\nbo\\Green Chemistry\\2015, v.17, N 8, p.4401-4410.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/A 67
Автор(ы) : Charushin V. N., Chernyshev A. I., Sorokin N. N., Chupakhin O. N.
Заглавие : Application of 1H and 13C NMR to the structural elucidation of tetrahydroquinoxalines condensed with five-membered heterocycles
Место публикации : Organic Magnetic Resonance. - 1984. - Vol. 22, № 12. - С. 775-778
Примечания : Bibliogr. : p. 778 (22 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): n-methyltetrahydroquinoxalines--pyrrole--imidazole
Аннотация: 1H and 13C NMR spectral data for 21 N-methyltetrahydroquinoxalines annelated with furan, pyrrole, imidazole or thiazole rings are reported. Unambiguous assignments of the ring junction 13C resonances were made on the basis of selective decoupling experiments and with the aid of one-bond and long-range 13C–1H coupling constants. The effects of five-membered heterocycles on the 1H and 13C chemical shifts of the ring junction hydrogen and carbon atoms are considered. Values of one-bond 1J(CH) and vicinal 3J(HH) coupling constants between the ring junction protons are also discussed as a diagnostic means for structural elucidation of tetrahydroquinoxalines condensed with five-membered heterocycles.
\\\\expert2\\nbo\\Organic Magnetic Resonance\\1984. V. 22, N 12. P. 775.pdf
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6.

Вид документа : Статья из журнала
Шифр издания : 54/B 62
Автор(ы) : Fokin S.V., Ovcharenko V., Romanenko G. V., Tretyakov E. V., Bogomyakov A. S., Saloutin V. I., Filyakova T. I., Saloutina L. V., Charushin V. N., Chupakhin O. N.
Заглавие : Bis(1,1,1,3,5,5,5-heptafluoro-4-iminopent-2-ene-2-aminato)copper(ii) — a new metal-containing matrix in the design of heterospin systems
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 816-823
Примечания : Bibliogr. : p. 823 (11 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): copper(ii)--bischelates--nitroxides
Аннотация: The first heterospin compounds based on bis(1,1,1,3,5,5,5 heptafluoro 4 iminopent 2 ene 2 aminato)copper(II) (CuL2) and nitronyl nitroxide radicals, 2 R 4,4,5,5 tetramethyl 4,5 dihydro 1H imidazole 3 oxide 1 oxyls (NIT R, where R = H, Me, Ph, and 1 methyl pyrazol 4 yl), were synthesized and structurally characterized. An important peculiarity of the structure of synthesized solid phases is the formation of a supramolecular structure due to hydrogen bonds between the oxygen atoms of the nitronyl nitroxide fragments of NIT R and the hydrogen atoms of the NH groups of CuL2
\\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (5), 816-823.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : Г/B 68
Автор(ы) : Akulov A. A., Varaksin M. V., Tsmokalyuk A. N., Charushin V. N., Chupakhin O. N.
Заглавие : Blue-light-promoted radical c-h azolation of cyclic nitrones enabled by selectfluor®
Место публикации : Green Chemistry. - 2021. - Vol. 23, № 5. - С. 2049-2057
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: An original approach to achieve the C(sp2)–H azolation of cyclic aldonitrones mediated by Selectfluor® has first been employed. By exploiting a metal-free, visible-light-promoted cross-dehydrogenative C–N coupling reaction between model aldonitrones, 2H-imidazole 1-oxides, and NH-containing azoles, a series of novel azaheterocyclic derivatives have been obtained in yields up to 94%. The elaborated protocol has proved to be appropriate for gram-scale processes and displayed potential for utilization in the synthesis of novel structural analogues of lanabecestat. Besides, mechanistic studies have revealed that this coupling reaction is likely to proceed via a nitroxide-involving radical pathway, encompassing a chain of electron transfer events, such as hydrogen atom transfer (HAT) and single electron transfer (SET).
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8.

Вид документа : Статья из журнала
Шифр издания : 54/C 10
Автор(ы) : Gorbunov E. B., Rusinov G. L., Ulomskii E. N., Rusinov V. L., Charushin V. N., Chupakhin O. N.
Заглавие : C-H functionalization of triazolo[a]-annulated 8-azapurines [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2016. - Vol. 57, № 21. - С. 2303-2305
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fused pyrimidines--c-h functionalization--8-azapurines
Аннотация: Direct C-H functionalization of triazolo[a]-annulated 8-azapurines with phenol ethers or thiophene has been performed using the oxidative nucleophilic displacement of a hydrogen on the pyrimidine ring, proceeding through the intermediacy of the corresponding sigma(H)-adducts.
\\\\expert2\\NBO\\Tetrahedron Letters\\2016, v. 57, p. 2303.pdf
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9.

Вид документа : Статья из журнала
Шифр издания : 54/C 45
Автор(ы) : Ivshina N. N., Bartashevich E. V., Potemkin V. A., Grishina M. A., Ishmetova R. I., Rusinov G. L., Latosh N. I., Slepukhin P. A., Charushin V. N.
Заглавие : Changes in the vibrational characteristics of substituted 1,2,4,5-tetrazines after complexation with 1,2,3-benzotriazole: A theoretical study [Electronic resource]
Место публикации : Journal of Structural Chemistry. - 2009. - Vol. 50, № 6. - С. 1053-1058
Систем. требования: http://www.springerlink.com/content/ag50570h40011132/fulltext.pdf
Примечания : 2.11.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The complexation of 3,6-substituted 1,2,4,5-tetrazines with benzotriazole was studied theoretically based on the vibrational spectra. For model complexes, the energy was minimized by the geometrical parameters, and the spectral characteristics were calculated by the PM3 method. The shift of the bond vibration frequencies of the atoms involved in complexation after the formation of different various intermolecular contacts was determined. This made it possible to determine the type of intermolecular interaction and suggest the structures of the complexes
\\\\Expert2\\nbo\\Journal of Structural Chemistry\\2009, V. 50, N 6, p.1053.pdf
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Charushin V. N., Titova Y. A., Milaeva E. R.
Заглавие : Chemical elements in medicine
Место публикации : Herald of the Russian academy of sciences. - 2020. - Vol. 90, № 2. - С. 229-238
Ключевые слова (''Своб.индексиров.''): beta-lactam antibiotics--boron neutron capture therapy--fluoroquinolones--heterocycles
Аннотация: A brief review of chemical elements, compounds from which find application in medicine, ranging from the commonly occurring organogenic elements (carbon, hydrogen, nitrogen, oxygen, sulfur, and phosphorus), composing the structure of proteins and nucleic acids of the cells of living organisms and determining the genetic transmission, to native rarely encountered organic fluorine compounds, synthetic derivatives of which have become firmly ingrained in the arsenal of modern pharmaceutical drugs, is given. Strong emphasis is put on metalloproteins, which play a significant role in the biochemistry of vitally essential processes, as well as metal compounds that are widely used in medicine. Of particular importance are the chemical elements and the isotopes, compounds of which are employed in nuclear medicine for diagnostics and treatment of a wide range of diseases, oncological and cardiovascular in particular.
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