Synthesis of carboxylic acids based on the closo-decaborate anion

Prikaznov, Alexander V.; Shmal’ko, Akim V.; Sivaev, Igor B.; Petrovskii, P. V.; Bragin, Vikentii I.; Kisin, A. V.; Bregadze, Vladimir

doi:10.1016/j.poly.2011.02.055

Cited by 32 publications

(5 citation statements)

References 44 publications

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“…It is known that protonation of oxygen atom in ethers results in a low field shift of signals of the neighboring [22,23]. Due to strong electron donor effect of boron clusters [24], the oxygen atom attached to the boron cage is the preferred position for protonation in the derivatives containing oligo ethylene glycol substituents, therefore the α methylene group signal is the most sensitive to the proton coordination [25]. The alkali metal complexation by crown ethers produces similar low field shift of signals of the oxygen bonded methylene groups [26].…”

Section: Synthesis Of Crown-ethers With the Incorporated Cobalt Bis(dmentioning

confidence: 99%

Synthesis of crown ethers with the incorporated cobalt bis(dicarbollide) fragment

Kazakov

Stogniy

Sivaev

et al. 2015

Journal of Organometallic Chemistry

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Section: Synthesis Of Crown-ethers With the Incorporated Cobalt Bis(dmentioning

confidence: 99%

Synthesis of crown ethers with the incorporated cobalt bis(dicarbollide) fragment

Kazakov

Stogniy

Sivaev

et al. 2015

Journal of Organometallic Chemistry

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“…Methods based on the modification of substituents introduced into the cluster are actively used for the directed synthesis of functionalized closo-dodecaborates. Such processes include alkylation and acylation reactions of hydroxy groups and thiols [42][43][44][45][46][47], opening of oxonium substituents [41,48,49], ipso-substitution of halogen atoms [50,51], and iodonium substituents [52,53].…”

Section: Introductionmentioning

confidence: 99%

Reduction of Triple Bond in [B12H11NCR]− Anions by Lithium Aluminum Hydride: A Novel Approach to the Synthesis of N-Monoalkylammonio-Substituted closo-Dodecaborates

Nelyubin,

Neumolotov,

Selivanov

et al. 2023

Inorganics

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By reacting nitrilium derivative of the closo-dodecaborate anion, Bu4N[B12H11N≡CR] (where R = Me, Et, nPr, iPr, p-tolyl), with lithium aluminum hydride (LiAlH4), N-alkylammonium derivatives of the closo-dodecaborate anion, and Bu4N[B12H11NH2CH2R], were obtained. The reduction reaction procedure was optimized, achieving yields close to quantitative (90–95%). The structure of the compound Bu4N[B12H11NH2CH2CH3] was determined using X-ray structural analysis. It was found that substituting lithium aluminum hydride (LiAlH4) with sodium borohydride (NaBH4) leads to the same products but only upon heating, while the reaction with LiAlH4 proceeds at room temperature.

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“…The main advantage of synthesis is that the resulting product is usually of high purity and concentrated (Ai and Ohdan 1997;Gao et al 2018). But the high energy demand and the use of expensive catalysts (Sang et al 2019), in some cases toxic, environmentally hazardous reagents (Prikaznov et al 2011;Solmi et al 2019), represent great shortcomings of synthetic methods. Microbial cell factories work under mild conditions in aqueous solutions.…”

Section: Introductionmentioning

confidence: 99%

Low-waste fermentation-derived organic acid production by bipolar membrane electrodialysis—an overview

2021

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Organic acids, e.g, citric acid, fumaric acid, lactic acid, malic acid, pyruvic acid and succinic acid, have important role in the food industry and are potential raw materials for the sustainable chemical industry. Their fermentative production based on renewable raw materials requires innovatively designed downstream processing to maintain low environmental impact and resource efficiency throughout the production process. The application of bipolar membranes offers clean and effective way to generate hydrogen ions required for free acid production from its salt. The water dissociation reaction inside the bipolar membrane triggered by electric field plays key role in providing hydrogen ion for the replacement of the cations in organic acid salts. Combined with monopolar ion-exchange membranes in a bipolar membrane electrodialysis process, material flow can be separated beside the product stream into additional reusable streams, thus minimizing the waste generation. This paper focuses on bipolar membrane electrodialysis applied for organic acid recovery from fermentation broth.

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Synthesis of carboxylic acids based on the closo-decaborate anion

Cited by 32 publications

References 44 publications

Synthesis of crown ethers with the incorporated cobalt bis(dicarbollide) fragment

Synthesis of crown ethers with the incorporated cobalt bis(dicarbollide) fragment

Reduction of Triple Bond in [B12H11NCR]− Anions by Lithium Aluminum Hydride: A Novel Approach to the Synthesis of N-Monoalkylammonio-Substituted closo-Dodecaborates

Low-waste fermentation-derived organic acid production by bipolar membrane electrodialysis—an overview

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