Tautomerism, molecular structure, intramolecular hydrogen bond, and enol-enol equilibrium of para halo substituted 4,4,4-trifluoro-1-phenyl-1,3-butanedione; Experimental and theoretical studies

Darugar, Vahidreza; Vakili, Mohamad; Nekoei, Abdo-Reza; Tayyari, Sayyed Faramarz; Afzali, Raheleh

doi:10.1016/j.molstruc.2017.09.004

Cited by 12 publications

(9 citation statements)

References 42 publications

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“…Beta-diketones have several isomers because of keto–enol and enol–enol isomerization. Most fluoroalkyl-substituted beta-diketones exist as enol isomers, which are applicable as HBDs. − In this study, TOPO was used as a HBA as previously reported . TPP is expected to behave as a HBA because of the electron-donor nature of the phosphate group.…”

Section: Methodsmentioning

confidence: 99%

Synergistic Deep Eutectic Solvents for Lithium Extraction

Hanada

Goto

2021

ACS Sustainable Chem. Eng.

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Hydrophobic deep eutectic solvents (DESs) have attracted much attention as sustainable extraction media for various metals. However, in previously developed DESs, only one DES component is involved in metal complex formation, which has limited their extraction performance and selectivity. Here, we propose a novel synergistic DES concept for improving the performance of environmentally benign liquid−liquid extraction of lithium (Li). Two different conventional extractants, a beta-diketone and a neutral extractant, were effective for creating the synergistic DESs. When the two extractants were mixed, they formed a liquid DES. DESs have much lower viscosity than conventional hydrophobic ionic liquids. The Conductor-like Screening Model for Real Solvents method was used to estimate the formation of DESs with the melting point depressed by the intermolecular interaction between their components. The extraction performance of Li was greatly enhanced with the synergistic DESs. The extraction capacity of Li reached 4.4 g/L using the optimum DES combination because it was solvent-free and highly concentrated. Using the optimum DES, highly selective recovery of Li over Na and K was demonstrated with a model brine solution. This is the first report of efficient and selective extraction of Li with DES-based liquid−liquid extraction.

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Section: Methodsmentioning

confidence: 99%

Synergistic Deep Eutectic Solvents for Lithium Extraction

Hanada

Goto

2021

ACS Sustainable Chem. Eng.

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“…Also, the energy gap between HOMO and LUMO characterizes the chemical stability, reactivity and hardness of the molecule. [35,82] Hardness is one of the highly useful concepts for understanding the behavior and reactivities of chemical systems. It is coupled with the softness, electronic chemical potential, or absolute electronegativity in this respect.…”

Section: Structure Of the Ligandmentioning

confidence: 99%

“…The s/h ratio in complex 6 is 1.18, revealing an elongation relative to an ideal trigonal prism with square faces (s = h, s/h = 1.00). [82] On the other side, in complex 7, Hg(II) ion coordinated to O1, O2, and N3 from the tridentate ligand (H 2 L) and chloride ion in the equatorial plane while coordinated with two water molecule in the z axis forming octahedral structure. The angles O5 Hg O6, N3 Hg Cl, and O2 Hg O1 are 167 , 155 , and 135 , which are deviated from the ideal octahedral structure (180 ).…”

Section: Structure Of the Complexesmentioning

confidence: 99%

Synthesis, spectral characterization, density functional theory studies, and biological screening of some transition metal complexes of a novel hydrazide–hydrazone ligand of isonicotinic acid

Tolan

Kashar

Yoshizawa

et al. 2021

Applied Organom Chemis

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“…About the use of polar protic ethanol as solvent, it was observed that the keto intensity band is higher than the enol band [42,45]. [43,[45][46]. The equilibrium constant is obtained from the absorption band ratios from the experimental values and the ratios of oscillator strengths in keto-enol forms via the TD-DFT theoretical approach.…”

Section: Uv-visible Spectra Analysesmentioning

confidence: 99%

Comparison of Tautomerization, Vibrational Spectra and UV-Vis Analysis of β-Ketoester With Acetylacetone. An Experimental and Theoretical Study

Aval¹,

Pour²,

Vakili³

et al. 2021

Preprint

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In this study, the equilibrium constants, keto-enol ratio, and hydrogen bond strength among keto and cis-enol forms of acetylacetone (AA), methyl acetoacetate (MAA), ethyl acetoacetate (EAA), ethyl 2-methyl acetoacetate (EMA), benzyl acetoacetate (BAA), and ethyl benzoyl acetone (EBA) have been investigated using density functional theory (DFT), compared with the experimental results. According to the obtained results, the relative energy of cis-enol and keto forms of β-ketoesters in gas phases is greater than that of acetylacetone, so the enol form of acetylacetone is more stable and it causes to increase its strength of intramolecular hydrogen bond. The electronic properties of these compounds were surveyed by NMR, FT-IR, and UV-Vis spectra. Besides, the obtained outcomes showed that the keto forms of β-ketoesters in the presence of acetonitrile and carbon tetrachloride as a solvent have a high absorption coefficient due to the polarity of the solvent.

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Tautomerism, molecular structure, intramolecular hydrogen bond, and enol-enol equilibrium of para halo substituted 4,4,4-trifluoro-1-phenyl-1,3-butanedione; Experimental and theoretical studies

Cited by 12 publications

References 42 publications

Synergistic Deep Eutectic Solvents for Lithium Extraction

Synergistic Deep Eutectic Solvents for Lithium Extraction

Synthesis, spectral characterization, density functional theory studies, and biological screening of some transition metal complexes of a novel hydrazide–hydrazone ligand of isonicotinic acid

Comparison of Tautomerization, Vibrational Spectra and UV-Vis Analysis of β-Ketoester With Acetylacetone. An Experimental and Theoretical Study

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