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1.
Инвентарный номер: нет.
   
   T 98


   
    Two Approaches in the Synthesis of Planar Chiral Azinylferrocenes [Electronic resource] / I. A. Utepova, O. N. Chupakhin, P. O. Serebrennikova, A. A Musikhina, V. N. Charushin // Journal of Organic Chemistry. - 2014. - Vol. 79, № 18. - С. 8659-8667. - Bibliogr. : p. 8666-8667 (34 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CHIRAL AZINYLFERROCENES -- CROSS-COUPLING REACTION -- HALOGENATED AZINES
Аннотация: Two synthetic routes to the chiral azinylferrocenes (CAFs) 5 and 15, key intermediates for the synthesis of new enantiomerically enriched P,N-ligands, have been compared. The first approach is based on the palladium-catalyzed cross-coupling reaction of halogenated azines with organozinc derivatives of ferrocenes (the Negishi reaction). The second approach exploits a new synthetic methodology, which provides a shorter pathway, through the direct C–H functionalization of aromatics by the C–C coupling of halogen-free (hetero)arenes with lithium ferrocenes bearing stereogenic C and S atoms. The palladium complexes of P,N-ligands have been used as catalysts for the Tsuji–Trost reaction, which proceeds with high enantioselectivity to give allylic substitution products in good yields.

\\\\expert2\\nbo\\Journal of Organic Chemistry\\2014, v.79, p.8659.pdf
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2.
Инвентарный номер: нет.
   
   C 47


    Charushin, V. N.
    The Reactions of Azines on Treatment with 1,3-Bifunctional Nucleophiles [Electronic resource] / V. N. Charushin, O. N. Chupakhin // Russian Chemical Reviews. - 1984. - Vol. 53, № 10. - P956-970. - Bibliogr. : p. 969-970 (152 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- 1,3-BIFUNCTIONAL NUCLEOPHILES -- FURAN -- PYRROLE -- IMIDAZOLE
Аннотация: The literature data on the o-cyclisation reactions of azines with 1,3-bifunctional nucleophiles, which make it possible to annelate furan, pyrrole, imidazole, and other five-membered rings to an aromatic aza-ring are surveyed and described systematically. The cyclisation reactions leading to m-linked cyclic adducts or products of the transformation of azines via the intermediate formation of cyclic m- and p-adducts are also examined.

\\\\expert2\\nbo\\Russian Chemical Reviews\\1984, V.53, N10, p. 956-970.pdf
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3.
Инвентарный номер: нет.
   
   T 44


   
    The C-C coupling of ferrocenes with electron-deficlent azaaromatics - a new route for construction of heterocyclic ligands and complexes [] / O. N. Chupakhin, I. S. Kovalev, I. A. Utepova, V. L. Rusinov, V. N. Charushin // 20-th International Congress of Heterocyclic Chemistry, Palermo, July 31-August 5, 2005 : book of abstracts . - Palermo, Italy, 2005. - С. 507. - Библиогр.: с. 507 (3 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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4.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of new meso-substituted heterocyclic calix[4]arenes via SN H approach [Electronic resource] / M. V. Varaksin, I. A. Utepova, G. N. Chupakhin, V. N. Charushin // Macroheterocycles . - 2013. - Vol.6, №4. - С. 308-314. - Bibliogr. : p. 313-314 (42 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- C-C COUPLING -- CALIX[4]ARENES
Аннотация: An effective synthetic approach to heterocyclic derivatives of meso-substituted calixarenes has been suggested by using the SN H methodology based on the direct, non-catalyzed by transition metals, C-C coupling of 1,2,4-triazines with the lithium salts of tetramethoxycalix[4]arenes

\\\\expert2\\NBO\\Macroheterocycles\\2013.6.4.308-314.pdf
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5.
Инвентарный номер: нет.
   


   
    Synthesis of meso-substituted calix[4]arenes via reaction of nucleophilic substitution of hydrogen (snh) in azine or azine-n-oxides / T. D. Moseev, M. V. Varaksin, I. A. Lavrinchenko [et al.] // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P273-274
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CALIX[4]ARENES -- AZINES -- C-C COUPLING -- NUCLEOPHILIC SUBSTITUTION OF HYDROGEN

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6.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of chiral ferrocenylazines. Negishi cross-coupling or S N H reactions? [Electronic resource] / A. A Musikhina, I. A. Utepova, N. S. Serebryakov, O. N. Chupakhin, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №8. - С. 1191-1194. - Bibliogr. : p. 1194 (28 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SYNTHESIS -- CHIRAL FERROCENYLAZINES -- NEGISHI
Аннотация: Preparation of new hetaryl-containing planar chiral ferrocene by a nucleophilic substitution of hydrogen in azines was performed using a lithium derivative of (S)-ferrocenyl-p-tolylsulfoxide as s nucleophilic reagent

\\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (8), 1191-1194.pdf
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7.
Инвентарный номер: нет.
   


   
    Synthesis and properties of azines functionalized graphene with extremely high adsorptive ability to Eu3+ ions / O. N. Chupakhin, A. A Musikhina, I. A. Utepova [et al.] // Flatchem. - 2022. - Vol. 33. - P100348
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: In this work, a versatile synthetic protocol for obtaining of new promising carbon materials based on the C–C coupling of graphenide lithium species with azaaromatic compounds (1,10-phenanthroline, phenyl-1,2,5-oxadiazolo[3,4-b]pyrazine) has been suggested. It was shown that more electrophilic oxadiazolopyrazine gave the product with high degree of graphene functionalization and demonstrated non-isomorphic properties. At the same time, phenanthrolinyl graphene has less functionalization degree due to a lower electrophilicity of azine. However, the large size of pores between organic residues in phenanthrolinyl graphene allows adsorbing almost 10% of Eu3+. The mesurment of adsorption isotherm showed an extremely high affinity of phenanthrolinylgraphene to Eu (III) ions in netural or alkaline conditions, and the obtained hybrid material could work at least 5 sorption/desorption cycles. The structures of azine-graphene dyads were verified by complex of modern physicochemical analyses methods (the Raman spectroscopy, FTIR, XPS, SEM, EDS and TGA analyses).

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8.
Инвентарный номер: нет.
   
   C 47


    Charushin, V. N.
    Reactions of Azines with Bifunctional Nucleophiles: Cyclizations and Ring Transformations [Electronic resource] / V. N. Charushin, O. N. Chupakhin, H. C. Van der Plas // Advances in Heterocyclic Chemistry. - 1988. - Vol. 43 (C). - С. 301-353. - Bibliogr. : p. 347-353 (200 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- BIFUNCTIONAL REAGENTS -- CYCLOADDUCTS
Аннотация: Reactions of azines with bifunctional nucleophiles can give rise to several cycloadducts, the structure depending on the nature of reagents, the structure of the azine substrate, and the reaction conditions. Three types of cycloadducts are proposed to be formed in reactions of azines with such 1,3-N,C-dinucleophiles as acetamidines and acetimino esters. Ortho-cyclization products can usually be isolated, while meta- and para-bridged cycloadducts are unstable and are often transformed into other heterocyclic systems. Their presence as intermediates can, however, often is rationalized by spectroscopic methods or 15N-labeling studies. Many of the reactions discussed provide a very convenient synthetic route to a great variety of azine derivatives. It seems to be a very interesting and promising area of heterocyclic chemistry and there is no doubt that further investigations into this field also allow new syntheses of useful compounds to be developed

\\\\expert2\\nbo\\Advances in Heterocyclic Chemistry\\1988. V. 43 (C). P. 301-353.pdf
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9.
Инвентарный номер: нет.
   
   O-72


   
    Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes [Electronic resource] / I. S. Kovalev, D. S. Kopchuk, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Russian Chemical Reviews. - 2015. - Vol. 84, № 12. - С. 1191-1225. - Bibliogr. : p. 1224-1225 (237 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NUCLEOPHILIC SUBSTITUTION -- HYDROGEN -- ARENES AND HETARENES
Аннотация: The review considers the most typical examples of the direct non-activated non-catalytic C–C bond formation in arenes and their metal complexes activated by electron-withdrawing substituents in the aromatic nucleus and in hetarenes (azines and their N-oxides, porphyrins, etc.) upon the reactions with aliphatic and (hetero)aromatic (hetero)organolithium nucleophiles. Particular attention is given to the direct introduction of nitroxide radicals and (hetero)organic moieties into mono-, di- and triazines and their N-oxides. The influence of the structures of the (hetero)aromatic substrate and the (hetero)organolithium nucleophile on the reaction pathway and rate and on the structure of the reaction product is analyzed.

\\\\expert2\\nbo\\Russian Chemical Reviews\\2015, V.84, N12, p. 1191-1225.pdf
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10.
Инвентарный номер: нет.
   
   C 57


    Chupakhin, O. N.
    Nucleophilic substitution of hydrogen in azines [Electronic resource] / O. N. Chupakhin, V. N. Charushin, H. C. Van der Plas // Tetrahedron. - 1988. - Vol. 44, № 1. - С. 1-34. - Bibliogr. : p. 32-34 (186 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- HYDROGEN

\\\\expert2\\nbo\\Tetrahedron\\1988, v. 44, p. 1-34.pdf
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