Basicity of fuchsones. Infrared study of the ν(OH) stretching vibration in phenol-fuchsone complexes

1981 ◽  
Vol 46 (8) ◽  
pp. 1818-1827
Author(s):  
Jiří Velek ◽  
Bohumír Koutek ◽  
Lubomír Musil ◽  
Soňa Vašíčková ◽  
Milan Souček
Keyword(s):  
Hydrogen Bond ◽  
Carbonyl Oxygen ◽  
Steric Factor ◽  
Hydrogen Bond Energy ◽  
Infrared Study ◽  
Frequency Shifts ◽  
Linear Free Energy ◽  
Stretching Vibration ◽  
Energy Relationships ◽  
Integrated Intensities

The hydrogen bond complexes involving phenol and carbonyl oxygen of 2- and 2,6-substituted fuchsones I and II have been studied by infrared spectroscopy in tetrachlorethylene solution. Basicities expressed as complexation enthalpies, frequency shifts and integrated intensities of the ν(OH) stretching vibrations are reported. A linear relationship was found between the frequency shift and the hydrogen bond energy. Statistical analysis of linear free energy relationships for fuchsones I and II proved the significancy of steric factor in transmission of electronic substituent effect.

scholarly journals Substituent Effects in CH Hydrogen Bond Interactions: Linear Free Energy Relationships and Influence of Anions

2015 ◽  
Vol 137 (47) ◽  
pp. 14959-14967 ◽  
Author(s):  
Blakely W. Tresca ◽  
Ryan J. Hansen ◽  
Calvin V. Chau ◽  
Benjamin P. Hay ◽  
Lev N. Zakharov ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Free Energy ◽  
Substituent Effects ◽  
Linear Free Energy Relationships ◽  
Linear Free Energy ◽  
Hydrogen Bond Interactions ◽  
Energy Relationships

PROTONATED γ-PYRONES

1963 ◽  
Vol 41 (2) ◽  
pp. 505-514 ◽  
Author(s):  
Denys Cook
Keyword(s):  
Hydrogen Bond ◽  
Solid State ◽  
Hydrogen Atom ◽  
Oxygen Atom ◽  
Plane Deformation ◽  
Carbonyl Oxygen ◽  
Out Of Plane ◽  
Stretching Vibration ◽  
Stretching Vibrations ◽  
Deformation Modes

The vibrational spectra of several salts of 4-pyrone and 2,6-dimethyl-4-pyrone have been measured in the solid state. Deuterium replacement has been used to identify motions of the hydrogen atom which is located on the carbonyl oxygen atom and forms a hydrogen bond with the anion.Bands due to OH stretching vibrations have been observed from 2086 cm−1 in the HCl salt to 3310 cm−1 in the hexachloroantimonate of 2,6-dimethyl-4-pyrone. In-plane hydrogen-deformation modes of the OH group have been found near 1300 cm−1 with a much smaller range in the different salts than the stretching vibration. For the 4-pyrone salts the OH stretching vibrations were at similar frequencies, and the in-plane hydrogen-deformation frequencies were close to 1340 cm−1. Bands due to the out-of-plane deformation were not observed.Aqueous solutions of 2,6-dimethyl-4-pyrone hydrochloride at various concentrations showed the presence of both protonated and neutral molecules.

scholarly journals Tuning Supramolecular Selectivity for Hydrosulfide: Linear Free Energy Relationships Reveal Preferential C–H Hydrogen Bond Interactions

2020 ◽  
Vol 142 (18) ◽  
pp. 8243-8251 ◽  
Author(s):  
Hazel A. Fargher ◽  
Nathanael Lau ◽  
H. Camille Richardson ◽  
Paul Ha-Yeon Cheong ◽  
Michael M. Haley ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Free Energy ◽  
Linear Free Energy Relationships ◽  
Linear Free Energy ◽  
Hydrogen Bond Interactions ◽  
Energy Relationships

A Low Temperature Infrared Study of Hydrogen Bonding in N-Alkylacetamides

1973 ◽  
Vol 51 (21) ◽  
pp. 3640-3646 ◽  
Author(s):  
Marie-Claude Bernard-Houplain ◽  
C. Sandorfy
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Low Temperature ◽  
Infrared Spectra ◽  
Bond Formation ◽  
Coupling Constant ◽  
Infrared Study ◽  
Hydrogen Bond Formation ◽  
Stretching Vibration ◽  
Secondary Amides

The infrared spectra of N-methylacetamide and two other secondary amides were measured in solution at temperatures ranging from 22 to −190 °C in both the fundamental and the overtone regions. At least two hydrogen bonded species are found as association increases with decreasing temperature. The effect of hydrogen bond formation on the anharmonicity of the NH stretching vibration and on the NH stretching – NH bending coupling constant is examined.

Additive-multiplicative description of extrathermodynamic relations: Application to solvent effect

1990 ◽  
Vol 55 (3) ◽  
pp. 634-643 ◽  
Author(s):  
Oldřich Pytela
Keyword(s):  
Solvent Effect ◽  
Additive Model ◽  
Multiplicative Model ◽  
Data Matrix ◽  
Statistical Parameters ◽  
Model Application ◽  
Mutual Correlation ◽  
Linear Free Energy ◽  
Cross Terms ◽  
Energy Relationships

The paper is focused on evaluation of significance of the additive-multiplicative model of extrathermodynamic relations (linear free energy relationships) as compared with the additive model. Application of the method of conjugated deviations to a data matrix describing manifestations of solvent effects in 367 processes in solutions (6 334 data) has shown that introduction of cross-terms into the additive model is statistically significant for a model with two and particularly three parameters. At the same time the calculation has provided a new set of statistical parameters for description of solvent effect with application of the additive-multiplicative model. Compared with an analogous set designated for the additive model, the new parameters show a lower mutual correlation, retaining the same nature of the properties described, i.e. polarity-acidity (PAC parameter), polarity-basicity (PBC), and polarity-polarizability (PPC).

Linear free energy relationships in CN bond dissociations in molecular ions of 4-substitutedN-(2-furylmethyl)anilines in the gas phase

2007 ◽  
Vol 42 (11) ◽  
pp. 1496-1503 ◽  
Author(s):  
Eduardo A. Solano Espinoza ◽  
Elena Stashenko ◽  
Jairo Martínez ◽  
Uriel Mora ◽  
Vladimir Kouznetsov
Keyword(s):  
Free Energy ◽  
Gas Phase ◽  
Molecular Ions ◽  
Linear Free Energy Relationships ◽  
Linear Free Energy ◽  
Energy Relationships
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