Specific interactions in N-ylid solutions, studied by nuclear magnetic resonance and electronic absorption spectroscopy

Dorohoi, Dana Ortansa; Dimitriu, Dan Gheorghe; Dimitriu, Mihaela; Cloşca, Valentina

doi:10.1016/j.molstruc.2012.12.039

Cited by 23 publications

(17 citation statements)

References 21 publications

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“…So, knowledge about their interactions with the liquids in which are solved are of a great importance. Previous studies give some conclusions regarding intermolecular interactions in 1,2,4-triazolium ylids in solutions [13][14][15] and also in other cycloimmonium ylid solutions [16,17], based on the visible electronic absorption band of these compounds which is very sensitive to the solvent nature. They emphasized the presence of the universal interactions in a-protic solvents and supplementary of the specific interactions in the protic solvents [16].…”

Section: Introductionmentioning

confidence: 99%

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Spectral Study of Two Carbanion Mono-substituted 4�-phenyl-1,2,4-triazol-1-ium Phenacylids in Binary Protic Solvents

Oprea¹,

Puica²,

Gritco-Todirascu³

et al. 2020

Rev. Chim.

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The visible electronic absorption band of two 4�-phenyl-1,2,4-triazol-1-ium phenacylids was studied in two binary solvents: water (1) + ethanol (2) and water (1) + methanol (2) with variable content in water. The nature and the contribution of the intermolecular interactions to the spectral shifts in ternary solutions of the studied ylids were estimated based on the Kamlet Taft parameters (�*, a and a) previously measured by Buhvestov and all. The influence of the universal and specific interactions on the visible electronic band of the studied ylids depends on the water concentration in binary solvent. At small water concentrations in binary solvent, the hydrogen complexes of the type ylid-alcohol are predominant, while at high water concentrations, the complexes made by hydrogen bonds between water and ylid molecules prevail. The difference between the energies corresponding to molecular pairs of the types: ylid-water and ylid-alcohol was estimated based on the statistic cell model of the ternary solutions.

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Section: Introductionmentioning

confidence: 99%

“…Supplementary information regarding the contribution of the specific interactions in the ternary solutions are added to the previous results obtained in the study of the influence of the binary solvent containing one protic and one non-protic solvent and some cycloimmonium ylids [14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Spectral Study of Two Carbanion Mono-substituted 4�-phenyl-1,2,4-triazol-1-ium Phenacylids in Binary Protic Solvents

Oprea¹,

Puica²,

Gritco-Todirascu³

et al. 2020

Rev. Chim.

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“…The experimental values of the wavenumbers in the maximum of the UV band of fluorescein in different solvents are listed in Tables 5. The total shift of the electronic bands can be described by the following relation [50][51][52][53]: (1) where ν o (cm -1 ) has the significance of the wavenumber in the maximum of absorption electronic band for gaseous phase of the spectrally active substance and C 1 -C 4 are the regression coefficients obtained by multilinear regression analysis. The terms C 1 f(ε) and C 2 f(n) give the contribution of the universal interactions by orientation-induction and polarization-dispersion processes, respectively, while the terms C 3 β and C 4 α give the contribution of the specific interactions to the total spectral shift.…”

Section: Resultsmentioning

confidence: 99%

Variational Method for Estimating the Dipole Moment in the Second Excited State of Fluorescein Molecule from its Electronic UV Absorption Spectra

Luca¹,

Morosanu²,

Macovei³

et al. 2019

Rev. Chim.

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Electro-optical parameters of fluorescein molecule in the second excited electronic state and information on the interactions with solvents were obtained from a solvatochromic study. Parameters of the solvents such as the refractive index, electrical permittivity and Kamlet-Taft parameters (hydrogen bond acidity and basicity) were related with the experimentally recorded shifts of UV absorption spectral band of fluorescein dissolved in several solvents. Through a variational method, the electric dipole moment and polarizability in excited state of fluorescein molecule were estimated. The calculus requires some parameters of the fluorescein molecule in the ground electronic state, which were determined through a quantum-mechanical study.

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“…The knowledge about the interactions of triazolium ylids with different solvents are important because all reactions of these compounds take place in situ. Previous studies revealed the nature of the intermolecular interactions of some cycloimmonium ylids with the liquids in which they are dissolved, based on the solvatochromic analysis of their visible band and very sensitive to the solvent action [ 10 , 11 , 12 ].…”

Section: Introductionmentioning

confidence: 99%

“…Taking into account the basic character of cycloimmonium ylids and the solvatochromic analysis, this results in their affinity to form hydrogen bonds with hydroxylic molecules by acceptance of protons. The study of binary solvent mixture solutions of some cycloimmonium ylids can offer the opportunity to characterize the strength of the hydrogen bond between the ylid and hydroxylic solvent molecules, as it was made in previous studies for another ylids [ 11 , 12 ].…”

Section: Introductionmentioning

confidence: 99%

Solvatochromic Study of Two Carbanion Monosubstituted 4-Tolyl-1,2,4-triazol-1-ium Phenacylids in Binary Hydroxyl Solvent Mixtures

et al. 2021

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Two 4-tolyl-1,2,4-triazol-1-ium methylids, namely 4-tolyl-1,2,4-triazol-1-ium-phenacylid and 4-tolyl-1,2,4-triazol-1-ium-4′-nitro-phenacylid, are studied from solvatochromic point of view in binary solvent mixtures of water with ethanol and water with methanol. The contributions (expressed in percent) of the universal and specific interactions are separated from the spectral shifts recorded in the visible range for each composition of the binary solvent mixture. The essential role of the orientation and induction interactions in the studied solutions was demonstrated. Based on the statistic cell model of the binary solvent mixture solutions, the difference between the formation energies of ylid-water and ylid-alcohol complexes is estimated. The composition of the ylid’s first solvation shell was also established using the model of the binary solvent mixture solutions. The results obtained from the statistical cell model were compared with those obtained by using the Suppan’s model, resulting a good agreement.

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Specific interactions in N-ylid solutions, studied by nuclear magnetic resonance and electronic absorption spectroscopy

Cited by 23 publications

References 21 publications

Spectral Study of Two Carbanion Mono-substituted 4�-phenyl-1,2,4-triazol-1-ium Phenacylids in Binary Protic Solvents

Spectral Study of Two Carbanion Mono-substituted 4�-phenyl-1,2,4-triazol-1-ium Phenacylids in Binary Protic Solvents

Variational Method for Estimating the Dipole Moment in the Second Excited State of Fluorescein Molecule from its Electronic UV Absorption Spectra

Solvatochromic Study of Two Carbanion Monosubstituted 4-Tolyl-1,2,4-triazol-1-ium Phenacylids in Binary Hydroxyl Solvent Mixtures

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