Tupikina, E. Yu. and Sigalov, M. and Shenderovich, I. G. and Mulloyarova, V. V. and Denisov, G. S. and Tolstoy, P. M. (2019) Correlations of NHN hydrogen bond energy with geometry and H-1 NMR chemical shift difference of NH protons for aniline complexes. JOURNAL OF CHEMICAL PHYSICS, 150 (11): 114305. ISSN 0021-9606, 1089-7690
Full text not available from this repository. (Request a copy)Abstract
In this computational work, we propose to use the NMR chemical shift difference of NH2 protons for 1:1 complexes formed by aniline and nitrogen-containing proton acceptors for the estimation of the hydrogen bond energy and geometry (N center dot center dot center dot H and N center dot center dot center dot N distances). The proposed correlations could be applied to other aromatic amines as well, in a gas phase, a solution, or a solid state, for both inter-and intramolecular hydrogen bonds. We considered a set of 21 complexes with the NHN hydrogen bond without proton transfer, including hydrogen bonds from weak to medium strong ones (2-21 kcal/mol), with neutral or anionic bases and with sp(3) and sp(2) hybridized nitrogen proton acceptors. For each complex apart from direct hydrogen bond energy calculation, we have tested several other ways to estimate the energy: (a) using a correlation between NH stretching band intensity and hydrogen bond energy and (b) using correlations between electron density properties at (3, -1) bond critical point (quantum theory of atoms in molecules analysis) and hydrogen bond energy. Besides for the studied type of complexes, we obtained refined linear correlations linking the local electron kinetic (G) and potential (V) energy densities with the hydrogen bond energy. Published under license by AIP Publishing.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ELECTRON-DENSITY PROPERTIES; H BOND; NMR; THERMODYNAMICS; EQUILIBRIUM; THERMOCHEMISTRY; PARAMETERS; KINETICS; DISTANCE; MODEL; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Central Analytical Services |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 20 Apr 2020 08:21 |
| Last Modified: | 20 Apr 2020 08:21 |
| URI: | https://pred.uni-regensburg.de/id/eprint/27344 |
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