C 21 Carborane-Functionalized Polyaza Aromatic Ligands: Synthesis, Crystal Structure, and a Copper(II) Complex [Text] / A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, O. N. Chupakhin, I. V. Glukhov, M. Yu. Antipin, O. N. Kazheva, A. N. Chekhlov, O. A. Dyachenko> // Organometallics. - 2006. - Vol. 25, № 12. - P2972-2977 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A consecutive aromatic nucleophilic substitutions of hydrogen in 1,2,4-triazine 4-oxides and an aza Diels?Alder reaction is a versatile route to carborane-functionalized bi- and terpyridines and their 1,2,4-triazine analogues. The heterocycles facilitate deboronation of the substituted carboranes, and the carborane moiety has a significant influence on the coordination properties of the ligands as well |
1,2,4-Triazinylcarboranes: a new approach to the synthesis and the crystal structures of 1-(3,6-ditolyl-1,2,4-triazin-5-yl)-2-phenyl-1,2-dicarba-closo-dodecaborane and 1,7-bis[6-phenyl-3-(4-chlorophenyl)-1,2,4-triazin-5-yl]-1,7-dicarba-closo-dodecaborane [Electronic resource] / O. N. Chupakhin, A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, V. N. Kalinin, V. A. Ol'shevskaya, I. A. Glukhov, M. Yu. Antipin> // Mendeleev Communications. - 2003. - Vol. 13, № 4. - P165-167 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZINYLCARBORANES -- SYNTHESIS -- CRYSTAL STRUCTURES Аннотация: The reactions of the lithio derivatives of 1,2- or 1,7-dicarba-closo-dodecaboranes with 1,2,4-triazine 4-oxides represent a versatile synthetic approach to carboranes bearing heteroaromatic substituents?????? |
A 10 A new approach to incorporate the carboranyl fragment into 2,5-diazabicyclo[2.2.2]oct-2-enes [Electronic resource] / G. L. Rusinov, E. V. Verbitskiy, P. A. Slepukhin, O. N. Zabelina, I. N. Ganebnuikh, V. N. Kalinin, V. A. Ol'shevskaya> // Mendeleev Communications. - 2009. - Vol. 19, № 5. - P243-245 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 5-(Het)aryl-2,3-dicyano-1-ethylpyrazinium salts have been established to react with 9-allyl-ortho- and 9-allyl-meta-carboranes in the presence of sodium iodide into carboranylmethyl derivatives of 2,5-diazabicyclo[2.2.2]oct-2-ene \\\\Expert2\\nbo\\Mendeleev Communications\\2009, v.19, p.243.pdf |
S 98 Synthesis of carborane analogues of gamma-aminobutanoic acid [Text] / V. A. Ol'shevskaya, R. Ayuob, Z. G. Brechko, P. V. Petrovskii, G. L. Levit, V. P. Krasnov, V. N. Charushin, O. N. Chupakhin, V. N. Kalinin> // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2761-2765 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: General method for preparation of high yields of novel N-protected carborane amino acid derivatives, 3-acylamino-1-carboxymethyl-2-R-o-carboranes (R = H, Me, Ph), is reported. The synthesis starts from readily available 3-amino-o-carboranes and includes the protection of amino group, introduction of carboxymethyl function to the carbon atom of polyhedron via the metallation of carborane CH bond with sodium amide in liquid ammonia, and treatment of corresponding sodium carboranes with sodium bromoacetate. Deprotection of N-acylated carborane amino acids is studied in acidic media. Depending on the procedure employed, closo- or nido-carborane amino acids were obtained \\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2761.pdf |
D 47 Determination of enantiomeric purity of 1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes by HPLC on chiral stationary phases [Electronic resource] / V. P. Krasnov, A. M. Demin, G. L. Levit, L. Sh. Sadretdinova, A. N. Grishakov, V. N. Charushin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 12. - P2535-2539 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A determination of enantiomeric purity of 1-substituted (Me, Ph, and Pri) 3-amino-1,2dicarba-closo-dodecaboranes by HPLC on chiral Chiralcel OD-H and Chiralpac AD stationary phases involving preliminary phthaloylation of 3-aminocarboranes has been suggested as a general method \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (12), 2535.pdf |
S 98 Synthesis of N-[(3-Amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] Derivatives of alfa-Amino Acids [Text] / G. L. Levit, V. P. Krasnov, D. A. Gruzdev, A. M. Demin, I. V. Bazhov, O. N. Chupakhin, V. N. Charushin> // Collection of Czechoslovak Chemical Communications. - 2007. - Vol. 72, № 12. - P1697-1706 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The N-[(3-amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] derivatives of amino acids were prepared starting from N-protected (Ac, Form, Bz, and Boc) 3-amino-1-(carboxymethyl)-o-carboranes and alkyl esters of natural amino acids using the carbodiimide method of coupling and removing the ester groups. All the amides obtained were diastereoisomeric mixtures. Some diastereoisomers were separated and the assignment of the absolute configuration of aminocarborane fragments was performed by X-ray crystallography |
S 98 Synthesis of novel carboranyl derivatives of alfa-amino acids [Electronic resource] / D. A. Gruzdev, G. L. Levit, I. V. Bazhov, A. M. Demin, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, O. N. Chupakhin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 1. - P110-115. - Bibliogr. : p. 115 (28 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CARBORANES -- AMINO ACIDS -- AMIDES Аннотация: New routes to closo-carboranyl derivatives of L-lysine and L-glutamic acid with free gA-NH2 groups were proposed \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2010, 59 (1), 110-115.pdf |
1,3-Dipolar cycloaddition of [(o-carboran-1-yl)methyl]azide to alkynes [Text] / V. A. Ol'shevskaya, E. V. Verbitskiy, G. L. Rusinov, V. N. Kalinin, V. N. Charushin> // Doklady Chemistry. - 2010. - Vol. 434, № 2. - P245-248 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HETEROCYCLIC SYSTEMS -- CLOSO-CARBORANES -- CARBORANES \\\\Expert2\\nbo\\Doklady Chemistry\\2010, v. 434, N 1, p. 245-248.pdf |
S 48 Separation of racemic 1-substituted 3-amino-1,2-dicarba-closo-dodecarboranes by chiral HPLC [Text] : доклад, тезисы доклада / A. M. Demin, A. N. Grishakov, G. L. Levit, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov> // EuroBoron 5, Edinburgh, UK, 29 august - 2 september 2010, Heriot-Watt University : abstr. . - Edinburgh, UK , 2010. - 85 (FP7) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
E 54 Enantiomers of 3-amino-1-methyl-1,2-dicarba-closo-dodecarborane [Text] : доклад, тезисы доклада / V. P. Krasnov, G. L. Levit, V. N. Charushin, A. N. Grishakov, V. A. Ol'shevskaya, V. N. Kalinin, O. N. Chupakhin> // Eleventh International Conference on Boron Chemistry "IMEBORON XI", M., July 28-Aug.2, 2002 : abstracts. - M., 2002. - 119 (P-41) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
D 47 Determination of enantiomeric purity of 1-substituted 3-amino-1,2-dicarba-closo-dodecarboranes by HPLC on chiral stationary phases [Text] : доклад, тезисы доклада / A. M. Demin, G. L. Levit, A. N. Grishakov, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov> // Euroboron 4, Bremen, Germany, 2-6 Sept. 2007 : abstr. . - Bremen, Germany, 2007. - 128 (47PO). - Bibliogr. : p. 128 (2 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
K 46 Kinetic resolution of 1-substituted 3-amino-1,2-dicarba-closo-dodecarboranes [Text] : доклад, тезисы доклада / V. P. Krasnov, G. L. Levit, A. M. Demin, M. I. Kodess, V. A. Ol'shevskaya, V. N. Kalinin, V. N. Charushin, O. N. Chupakhin> // Euroboron 3, The 3rd European Meeting on Boron Chemistry, Pruhonice-by-Prague, Czech Republic, 12-16 Sept. 2004 : abstr. . - Pruhonice-by-Prague, Czech Republic, 2004. - P38 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
H 99 Hydrolysis of 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecarborane amides [Text] : доклад, тезисы доклада / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin> // Euroboron 3, The 3rd European Meeting on Boron Chemistry, Pruhonice-by-Prague, Czech Republic, 12-16 Sept. 2004 : abstr. . - Pruhonice-by-Prague, Czech Republic, 2004. - P39 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
2,2 '-Bipyridinyl carboranes as B,N,N-ligands in cyclometallated complexes of platinum(II) [] / A. M. Prokhorov, P. A. Slepukhin, V. L. Rusinov, V. N. Kalinin, D. N. Kozhevnikov> // Chemical Communications. - 2011. - Vol. 47, № 27. - С. 7713-7715 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): O-CARBORANE -- METALLACARBORANES -- PHOTOLUMINESCENT Аннотация: Novel B,N,N-cyclometallated Pt(II) complexes of 2,2'-bipyridin-6-yl carboranes exhibit absorption and emission similar to relative Pt(II) complexes of aromatic C,N,N-ligands: the same transitions but lower intensities. DFT calculations suggest the former emits from the (3)MLCT state while for the latter the mixed (3)ICT-MLCT transitions should be considered \\\\expert2\\NBO\\Chemical Communications\\2011,v.47. p.7713.pdf |
N 89 Novel bis[(1,2,3-triazolyl)methyl]carborane derivatives via regiospecific copper-catalyzed 1,3-dipolar cycloaddition / V. A. Ol'shevskaya, E. V. Verbitskiy, G. L. Rusinov, V. N. Charushin, Evamarie Hey-Hawkins> // Polyhedron. - 2012. - Vol.42, №1. - С. 302-306 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CARBORANES -- CARBABORANES -- TRIFLATES Аннотация: 1,2-Bis(azidomethyl)-о-carborane and 1,7-bis(azidomethyl)-m-carborane, prepared from the corresponding carboranylmethyl triflates and sodium azide, were conveniently functionalized by azide–alkyne cycloaddition affording novel bis[(1,2,3-triazolyl)methyl]carborane derivatives. Regiospecificity of this process was achieved by employing copper(II) acetate hydrate. Reaction of bis[(1,2,3-triazolyl)methyl]carborane derivatives with MeI yielded 3-methyl-1,2,3-triazolium carborane salts \\\\Expert2\\nbo\\Polyhedron\\2012. v.42. p.302.pdf |
H 62 Heterocyclic and Open-Chain Carboranes via Transition-Metal-Free C-H Functionalization of Mono- and Diazine-N-oxides [Electronic resource] / L. A. Galliamova, M. V. Varaksin, O. N. Chupakhin, P. A. Slepukhin, V. N. Charushin> // Organometallics. - 2015. - Vol. 34, № 21. - С. 5285-5290. - Bibliogr. : p. 5290 (27 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CYCLOMETALATED IRIDIUM COMPLEXES -- NEUTRON-CAPTURE THERAPY -- PHARMACOPHORES Аннотация: For the first time, the direct C(sp(2))-H functionalization methodology has successfully been applied to cause nucleophilic modification of mono- and diazine-N-oxides with the 1,2-closo-carborane moiety. As a result of these cross-coupling reactions uncatalyzed by transition metals, a series of novel C-modified heterocyclic and open-chain (vinyl acetylene) carboranes have been obtained. Complexes of phenanthrolinyl-substituted omicron-carborane with Cu(II) of various architectures have been synthesized. \\\\expert2\\nbo\\Organometallics\\2015. V. 34, N 21. P. 5285.pdf |
D 62 Direct CC coupling of phthalazine-N-oxide with the carboranyl anion - An original approach to C-modification of carboranes / M. V. Varaksin, L. A. Galliamova, O. A. Stepanova, O. S. Eltsov, O. N. Chupakhin, V. N. Charushin> // Journal of Organometallic Chemistry. - 2017. - Vol. 830. - P93-99 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CARBORANES -- C-C COUPLING -- PHTHALAZINE-N-OXIDE Аннотация: An original transition metal-free approach based on the direct CC coupling of phtalazine-N-oxide with the carboranyl anion has been developed. A series of the novel C-modified closo-carboranes such as 1-(2-oxido-3-acyl-3,4-dihydrophtalazinyl-4-yl)-1,2-dicarba-closo-dodecaboranes and 1-(2-formylbenzyl)-1,2-dicarba-closo-dodecaborane have been obtained. The synthesized boron clusters could be of interest as promising building blocks in design of BNCT delivery agents. |
D 62 Direct c[sbnd]c coupling of phthalazine-n-oxide with the carboranyl anion – an original approach to c-modification of carboranes / M. V. Varaksin, L. A. Galliamova, O. A. Stepanova, O. S. Eltsov, O. N. Chupakhin, V. N. Charushin> // Journal of Organometallic Chemistry. - 2017. - Vol. 830. - P93-99 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CARBORANES -- C[SBND]C COUPLING -- PHTHALAZINE-N-OXIDE Аннотация: An original transition metal-free approach based on the direct C[sbnd]C coupling of phtalazine-N-oxide with the carboranyl anion has been developed. A series of the novel C-modified closo-carboranes such as 1-(2-oxido-3-acyl-3,4-dihydrophtalazinyl-4-yl)-1,2-dicarba-closo-dodecaboranes and 1-(2-formylbenzyl)-1,2-dicarba-closo-dodecaborane have been obtained. The synthesized boron clusters could be of interest as promising building blocks in design of BNCT delivery agents. |
S 68 Smyshliaeva, L. A. C-H functionalization methodology in the synthesis of novel azaheterocyclic carboranes / L. A. Smyshliaeva, M. V. Varaksin, V. N. Charushin, 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. 206 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
Azaheterocyclic derivatives of ortho - carborane: synthetic strategies and application opportunities / L. A. Smyshliaeva, M. V. Varaksin, V. N. Charushin, O. N. Chupakhin> // Synthesis. - 2020. - Vol. 52, № 3. - P337-352 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AZAHETEROCYCLES -- CARBORANES -- CARBORYNE -- CROSS-COUPLING REACTIONS -- DECABORANE Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook. |