Chiral arsinic acid esters revealed by proton NMR spectroscopy

Nakamiya, Kunichika; Nakayama, Takashi; Edmonds, John S.; Morita, Masatoshi

doi:10.1002/aoc.1103

Cited by 5 publications

(1 citation statement)

References 8 publications

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“…The peak at 4.95 (denoted b) could be assigned to the proton of OH in ethanol-d 6 . 46 Compared with the 1 H NMR spectrum of the IL/ethanol-d 6 mixture at 50.0 1C, the intensity change of the peaks corresponding to the imidazolium cation at 22.0 1C was small, while the intensity of the peaks corresponding to the PEG chain was significantly decreased and broadened, thus indicating that the solubility of the IL in ethanol-d 6 was decreased and the phase transition occurred at that temperature. This was consistent with the result from the turbidimetry study.…”

Section: Ucst Phase Transition Of [Peg(mim) 2 ][Ntf 2 ] 2 /Aliphatic ...mentioning

confidence: 92%

Tuning phase behaviour of PEG-functionalized ionic liquids from UCST to LCST in alcohol–water mixtures

Yao¹,

Wang²,

Cui³

et al. 2016

Phys. Chem. Chem. Phys.

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Thermo-responsive materials with reversible phase transition in molecular solvents are of great importance for catalysis reaction, product separation, and catalyst recycling among others. In this work, liquid-liquid phase transition of PEG-functionalized ionic liquids [PEG(mim)][NTf] (m = 200, 400, 600, 800, 1000) in aliphatic alcohol (ethanol, 1-propanol or isopropanol) and in aqueous aliphatic alcohol was investigated by turbidity and dynamic light scattering (DLS) measurements, and the effects of the alkyl chain length of the alcohol molecules and molecular weight of the PEG middle block of the ionic liquids on the phase transition behaviour were examined. It was found that these ionic liquids exhibited a unique UCST phase transition in the aliphatic alcohol, but their liquid-liquid phase transition behaviour could be tuned precisely from UCST to LCST in aqueous aliphatic alcohol. Furthermore, temperature-dependent FT-IR and/or H NMR measurements were performed to understand the possible origin of phase behavior of both [PEG(mim)][NTf] in the aliphatic alcohol and [PEG(mim)][NTf] in ethanol-d/HO.

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Section: Ucst Phase Transition Of [Peg(mim) 2 ][Ntf 2 ] 2 /Aliphatic ...mentioning

confidence: 92%

Tuning phase behaviour of PEG-functionalized ionic liquids from UCST to LCST in alcohol–water mixtures

Yao¹,

Wang²,

Cui³

et al. 2016

Phys. Chem. Chem. Phys.

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Esterification equilibrium constants of arsonic and arsinic acids

Tsivgoulis

Ioannou

2012

Monatsh Chem

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Facile dimethylarsenic exchange and pyramidal inversion in its cysteine and glutathione adducts

Bohle

2013

Org. Biomol. Chem.

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Rapid thiolate exchange of dimethylarsonium, Me2As(+), is observed between two different thiolate species in solution. NMR is used to characterize the equilibrium constants for interthiol transfer as well the rapid intra molecular conformational dynamics which leads to the coalescence of diastereotopic methyl resonances. These rapid exchange kinetics have important consequences of arsenic's toxicity and pharmacology.

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Chiral arsinic acid esters revealed by proton NMR spectroscopy

Cited by 5 publications

References 8 publications

Tuning phase behaviour of PEG-functionalized ionic liquids from UCST to LCST in alcohol–water mixtures

Tuning phase behaviour of PEG-functionalized ionic liquids from UCST to LCST in alcohol–water mixtures

Esterification equilibrium constants of arsonic and arsinic acids

Facile dimethylarsenic exchange and pyramidal inversion in its cysteine and glutathione adducts

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