Structural Analogues of Bioactive Phosphonic Acids: First Crystal Structure Characterization of Phosphonothioic and Boranophosphonic Acids

Belabassi, Yamina; Gushwa, Audra F.; Richards, Emma; Montchamp, Jean‐Luc

doi:10.1080/10426500701852760

Cited by 18 publications

(8 citation statements)

References 32 publications

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“…Accordingly, we investigated a number of conditions for deborylation. Among the conditions assessed, tetrafluoroboric acid in dichloromethane, the dimethoxytrityl cation generated from dimethoxytrityl methyl ether with dichloroacetic acid, and displacement with either trimethylphosphite or hexamethylphosphotriamide all were unsuccessful and left the starting material unchanged . DABCO, which is reported to be the reagent of choice for deborylation of phosphine–boranes, removed the borane moiety from the disaccharide 18mα giving the corresponding phosphonite quantitatively, as determined by 31 P NMR spectroscopy; oxidative workup was then performed in situ to afford the corresponding phosphonate 21mα .…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, and Coupling Reactions of Six-Membered Cyclic P-Chiral Ammonium Phosphonite–Boranes; Reactive H-Phosphinate Equivalents for the Stereoselective Synthesis of Glycomimetics

et al. 2012

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Stereoselective syntheses of P-chiral ammonium phosphonite-borane complexes in the gluco- and manno-like series have been developed from P(V) phostone derivatives. The coupling reactions of these phostone donors with alcohols have been investigated with particular emphasis on the influence of protecting groups and conditions on stereoselectivity. The phosphonite-borane complexes may be applied directly in the coupling reactions and the products oxidized in situ to give phostone-mimetics of disaccharides. On the basis of these studies, successful protocols were established for the synthesis of β-gluco and α- and β-manno-configured phostones of primary alcohols. Deprotection of the dimeric compounds leads to novel families of α- or β-(1→6)-linked glycomimetics.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, and Coupling Reactions of Six-Membered Cyclic P-Chiral Ammonium Phosphonite–Boranes; Reactive H-Phosphinate Equivalents for the Stereoselective Synthesis of Glycomimetics

et al. 2012

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“…A summary of the donor acceptor geometry parameters is given in Table 1 . The formation of a linear chain is typical for phosphinic acid with little steric shielding [28] , while phosphinic acids with bulky substituents usually form dimers [30,31] . Short contacts of neighboring chains via the aromatic hydrogen atom exhibit weak vdW interactions H4–F2 (2.44(2) Å and H4–O1 2.70(2) Å).…”

Section: Resultsmentioning

confidence: 99%

P–C bond formation via P–H addition of a fluoroaryl phosphinic acid to ketones

Orthaber

Albering

Belaj

et al. 2010

Journal of Fluorine Chemistry

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“…Increasing Cyanex 572 concentration will increase the number of phosphinic and phosphonic acid molecules in the dodecane solvent and the number of POOH groups in the solution, so that the bound Gd and Dy metals will increase and the distribution coefficient will also increase. A Cyanex 572 concentration of over 30% will decrease the distribution coefficient because phosphinic acid compounds form dimers in the organic phase (Belabassi et al, 2008). The formation of dimers is triggered by the presence of hydrogen bonds and can cause the solvent performance to decrease in metal binding in high-solvent concentrations.…”

Section: Variation Of Cyanex 572 Concentrationmentioning

confidence: 99%

Extraction Development for the Separation of Gadolinium from Yttrium and Dysprosium Concentrate in Nitric Acid using Cyanex 572

Basuki¹,

Rohmaniyyah²,

Pusparini³

et al. 2020

IJTech

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Xenotime sand, a byproduct of the tin mining process of PT Timah, is one of the potential gadolinium (Gd) resources. Because of similarities in their physical and chemical properties, it is difficult to separate and purify Gd from rare earth elements (REEs) in xenotime sand (i.e., yttrium and dysprosium). In the present work, Gd was separated through an extraction process using Cyanex 572. The extraction feed solution was prepared by digesting the REE oxalate in NaOH to obtain REE(OH)3. The effects of the extraction parameters (i.e., stirring time and rate, feed pH and concentration, and Cyanex 572 concentration) were examined via a batch experiment. The optimum results of Gd separation from yttrium concentrate were achieved when the process conditions included a 250-rpm stirring rate for 30 minutes, a 150×10 3 -ppm feed concentration at pH 3, and a 30% Cyanex 572 concentration. These conditions gave distribution coefficient results for Y, Gd, and Dy of about 0.031, 0.827, and 1.060, respectively; separation factors of Gd-Y and Gd-Dy of about 26.482 and 0.780, respectively; and extraction efficiencies for Y, Gd, and Dy of about 3.119%, 46.627%, and 53.007%, respectively.

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Structural Analogues of Bioactive Phosphonic Acids: First Crystal Structure Characterization of Phosphonothioic and Boranophosphonic Acids

Cited by 18 publications

References 32 publications

Synthesis, Characterization, and Coupling Reactions of Six-Membered Cyclic P-Chiral Ammonium Phosphonite–Boranes; Reactive H-Phosphinate Equivalents for the Stereoselective Synthesis of Glycomimetics

Synthesis, Characterization, and Coupling Reactions of Six-Membered Cyclic P-Chiral Ammonium Phosphonite–Boranes; Reactive H-Phosphinate Equivalents for the Stereoselective Synthesis of Glycomimetics

P–C bond formation via P–H addition of a fluoroaryl phosphinic acid to ketones

Extraction Development for the Separation of Gadolinium from Yttrium and Dysprosium Concentrate in Nitric Acid using Cyanex 572

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