Synthesis of Polyhedral Borane Cluster Fused Heterocycles via Transition Metal Catalyzed B-H Activation

Cao, Ke; Zhang, Caiyan; Xu, Tao-Tao; Wu, Jin; Wen, Xin-Yu; Jiang, Wen-Jun; Chen, Mao; Yang, Junxiao

doi:10.3390/molecules25020391

Cited by 22 publications

(7 citation statements)

References 55 publications

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“…Предложена стратегия синтеза 1,2,3-триазолилкарборанов, содержащих метиленовый спейсер между атомом углерода карборанового полиэдра и гетероциклом [56]. При использовании в качестве катализатора нескольких мольных процентов Cu(OAc) В работе [58] обобщены подходы к созданию производных карборана, в которых гетероцикл непосредственно связан с карборановым каркасом, через катализируемую переходными металлами активацию связи B-H, а также описаны методы синтеза конденсированных систем карбо-ран-гетероцикл посредством реакций замещения или реакций циклоприсоединения без затрагивания C-H связей.…”

Section: -49unclassified

Chemical modification of different compounds with nitrogen-containing heterocycles

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Дикусар

2021

Vescì Akademìì navuk Belarusì. Seryâ himičnyh navuk

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Heterocyclic compounds have an extremely important practical application, since many heterocycles are the basis of the most valuable medicinal substances, both natural (vitamins, enzymes, alkaloids, etc.) and synthetic biologically active compounds. The work mainly considers the most relevant directions for various purposes drugs search by modifying known bioactive natural, organoelement and framework compounds with 1,2-azole, oxazole, oxadiazole, thiazole, triazole, pyridine, pyrimidine heterocycles over the past 10 years. Chemical modification makes it possible to increase the water solubility of the compounds, which is important when choosing the pathways for the most rational drug introduction into the body, to reduce the toxicity of the corresponding substances, to increase the breadth of the therapeutic action, and also to give new valuable medicinal properties, thus significantly expanding their application in medicine and agriculture.

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Section: -49unclassified

Chemical modification of different compounds with nitrogen-containing heterocycles

Акишина

Дикусар

2021

Vescì Akademìì navuk Belarusì. Seryâ himičnyh navuk

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“…The novel class of borylated heterocycles has been invented [ 22 , 23 , 24 ]. Such systems are based on carboranes, nido -carboranes and closo -borate anions [ 25 ]. The fused cycle of these compound contains one or two boron atoms.…”

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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“…closo-borate anions of general formula [B n H n ] 2− (n = 5-12) are convenient building blocks for formatting inorganic and bioinorganic systems with desired properties [18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

Theoretical Study of closo-Borate Anions [BnHn]2− (n = 5–12): Bonding, Atomic Charges, and Reactivity Analysis

et al. 2021

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This study has focused on the structure, bonding, and reactivity analysis of closo-borate anions [BnHn]2− (n = 5–12). Several descriptors of B–H interactions have been calculated. It has been found that the values of electron density and total energy at bond critical point are the most useful descriptors for investigation of B–H interactions. Using results from the descriptor analysis, one may conclude that orbital interactions in [BnHn]2− increase with increasing the boron cluster size. Several approaches to estimate atomic charges have been applied. Boron atoms in apical positions have more negative values of atomic charges as compared with atoms from equatorial positions. The mean values of boron and hydrogen atomic charges tend to be more positive with the increasing of boron cluster size. Global and local reactivity descriptors using conceptual density functional theory (DFT) theory have been calculated. Based on this theory, the closo-borate anions [BnHn]2− (n = 5–9) can be considered strong and moderate electrophiles, while the closo-borate anions [BnHn]2− (n = 10–12) can be considered marginal electrophiles. Fukui functions for electrophilic attack have been calculated. Fukui functions correlate well with atomic charges of the closo-borate anions. Boron atoms in apical positions have the most positive values of Fukui functions.

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Synthesis of Polyhedral Borane Cluster Fused Heterocycles via Transition Metal Catalyzed B-H Activation

Cited by 22 publications

References 55 publications

Chemical modification of different compounds with nitrogen-containing heterocycles

Chemical modification of different compounds with nitrogen-containing heterocycles

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

Theoretical Study of closo-Borate Anions [BnHn]2− (n = 5–12): Bonding, Atomic Charges, and Reactivity Analysis

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