2-Hydroxyethoxy-closo-undecahydrododecaborate(12)([B12H11CH2CH2OH]2−) as a new prospective reagent for the preparation of closo-dodecaborate building blocks and thymidine and 2-deoxyuridine conjugates linked via short spacer

Laskova, Julia; Kozlova, A. M.; Ananyev, Ivan V.; Bregadze, Vladimir; Semioshkin, Andrey

doi:10.1016/j.jorganchem.2017.02.009

Cited by 22 publications

(4 citation statements)

References 18 publications

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“…In this regard, the search for new methods for the functionalization of [B10H10] 2− and [B12H12] 2− anions is an urgent task. Derivatives of higher boron anions [BnHn] 2− (n = 10, 12) with cyclic substituents of the oxonium type are easily modified, affording closo-borates with pendant functional groups [29][30][31][32][33][34][35][36][37]. These reactions proceed under the action of a wide range of nucleophilic reagents and are accompanied by the opening of a cyclic substituent.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Structures of Lead(II) Complexes with Substituted Derivatives of the Closo-Decaborate Anion with a Pendant N3 Group

Matveev,

Dontsova,

Avdeeva

et al. 2023

Molecules

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In this work, we studied lead(II) and cobalt(II) complexation of derivatives [2-B10H9O(CH2)2O(CH2)2N3]2− and [2-B10H9O(CH2)5N3]2− of the closo-decaborate anion containing pendant azido groups in the presence of 1,10-phenanthroline and 2,2′-bipyridyl. Mononuclear [PbL2{An}] and binuclear [Pb2L4(NO3)2{An}] lead complexes (where {An} is the N3-substituted boron cluster) were isolated and studied by IR spectroscopy and elemental analysis. The mononuclear lead(II) complex [Pb(phen)2[B10H9O(CH2)2O(CH2)2N3] and the binuclear lead(II) complex [Pb2(phen)4(NO3)2[B10H9O(CH2)5)N3] were determined by single-crystal X-ray diffraction. In complex [Pb2(phen)4(NO3)2[B10H9O(CH2)5)N3], the boron cluster is coordinated by the metal atom only via the 3c2e MHB bonds. In complex [Pb(phen)2[B10H9O(CH2)2O(CH2)2N3], the coordination environment of the metal includes BH groups of the boron cluster and the oxygen atom of the exo-polyhedral substituent. When the reaction was performed in a CH3CN/water mixture, the binuclear lead(II) complex [(Pb(bipy)NO3)(Pb(bipy)2NO3)(B10H9O(CH2)2O(CH2)2N3)]·CH3CN·H2O was isolated, where the boron cluster acts as a bridging ligand between lead atoms coordinated by the boron cage via the O atoms of the substituent and/or the BH groups. In the course of cobalt(II) complexation, the starting compound (Ph4P)2[B10H9O(CH2)5N3] was isolated and its structure was also determined by X-ray diffraction. Although a number of lead(II) complexes with coordinated N3 are known from the literature, no complexes with the boron cluster coordinated by the pendant N3 group involved in the metal coordination have been isolated.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Structures of Lead(II) Complexes with Substituted Derivatives of the Closo-Decaborate Anion with a Pendant N3 Group

Matveev,

Dontsova,

Avdeeva

et al. 2023

Molecules

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“…These systems contain an activated C-O bond that is associated with a nucleophilic ring opening reaction with a variety of C, O, S nucleophiles, such as CN À , alcohols, amines, and thiols. [22][23][24][25][26][27] Based on the ring opening process, it is possible to create complex organic-inorganic systems in which a boron cluster is attached through a chain of four or five CH 2 groups to organic platforms such as porphyrins, phthalocyanines, calixarenes, coumarins and sterols. [28][29][30] Carboxonium derivatives of boron clusters have received less attention than oxonium derivatives, but derivatives of cobalt bis(dicarbollide) and closo-decaborate anions have been described.…”

Section: Introductionmentioning

confidence: 99%

“…These systems contain an activated C–O bond that is associated with a nucleophilic ring opening reaction with a variety of C, O, S nucleophiles, such as CN − , alcohols, amines, and thiols. 22–27 Based on the ring opening process, it is possible to create complex organic–inorganic systems in which a boron cluster is attached through a chain of four or five CH 2 groups to organic platforms such as porphyrins, phthalocyanines, calixarenes, coumarins and sterols. 28–30…”

Section: Introductionmentioning

confidence: 99%

Carboxonium derivatives based on closo-dodecaborate anions [1,2-B₁₂H₁₀O₂CR]⁻: synthesis and molecular orbital analysis

Kolbunova,

Klyukin,

Novikov

et al. 2024

New J. Chem.

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“…Similarly, for other closo -borate anions of general type [B n H n ] 2− (n = 6–12), the main approaches for their functionalization are based on electrophilic and nucleophilic processes. Using these methods, derivatives with exo -polyhedral B–C [ 28 , 29 , 30 ], B–N [ 31 , 32 , 33 ], B–O [ 34 , 35 , 36 ], B–S [ 37 , 38 , 39 ], and B–Hal [ 40 , 41 ] (Hal =F,Cl,Br,I) bonds have been received. Nitrilium derivatives of general type [B n H n N≡CR 2 ] − (R 2 = Me, Et, t Bu, Ph) (n = 10,12) are a very suitable molecular platform for creating molecular systems with given properties [ 42 , 43 , 44 ].…”

Section: Introductionmentioning

confidence: 99%

Fused 1,2-Diboraoxazoles Based on closo-Decaborate Anion–Novel Members of Diboroheterocycle Class

et al. 2021

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The novel members of the 1,2-diboraoxazoles family have been obtained. In the present work, we have carried out the intramolecular ring-closure reaction of borylated iminols of general type [B10H9N=C(OH)R]− (R = Me, Et, nPr, iPr, tBu, Ph, 4-Cl-Ph). This process is conducted in mild conditions with 83–87% yields. The solid-state structures of two salts of 1,2-diboraoxazoles were additionally investigated by X-ray crystallography. In addition, the phenomena of bonding interactions in the 1,2-diboraoxazole cycles have been theoretically studied by the Quantum Theory of Atoms in Molecules analysis. Several local and integral topological properties of the electron density involved in these interactions have been computed.

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2-Hydroxyethoxy-closo-undecahydrododecaborate(12)([B12H11CH2CH2OH]2−) as a new prospective reagent for the preparation of closo-dodecaborate building blocks and thymidine and 2-deoxyuridine conjugates linked via short spacer

Cited by 22 publications

References 18 publications

Synthesis and Structures of Lead(II) Complexes with Substituted Derivatives of the Closo-Decaborate Anion with a Pendant N3 Group

Synthesis and Structures of Lead(II) Complexes with Substituted Derivatives of the Closo-Decaborate Anion with a Pendant N3 Group

Carboxonium derivatives based on closo-dodecaborate anions [1,2-B₁₂H₁₀O₂CR]⁻: synthesis and molecular orbital analysis

Fused 1,2-Diboraoxazoles Based on closo-Decaborate Anion–Novel Members of Diboroheterocycle Class

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2-Hydroxyethoxy-closo-undecahydrododecaborate(12)([B12H11CH2CH2OH]2−) as a new prospective reagent for the preparation of closo-dodecaborate building blocks and thymidine and 2-deoxyuridine conjugates linked via short spacer

Cited by 22 publications

References 18 publications

Synthesis and Structures of Lead(II) Complexes with Substituted Derivatives of the Closo-Decaborate Anion with a Pendant N3 Group

Synthesis and Structures of Lead(II) Complexes with Substituted Derivatives of the Closo-Decaborate Anion with a Pendant N3 Group

Carboxonium derivatives based on closo-dodecaborate anions [1,2-B12H10O2CR]−: synthesis and molecular orbital analysis

Fused 1,2-Diboraoxazoles Based on closo-Decaborate Anion–Novel Members of Diboroheterocycle Class

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Carboxonium derivatives based on closo-dodecaborate anions [1,2-B₁₂H₁₀O₂CR]⁻: synthesis and molecular orbital analysis