Describing Hydrogen-Bond Acidity with Quantum Chemical Parameters

Abstract

Abstract: The correlations between the overall hydrogen bond acidities ∑A₂^H of 137 diverse compounds and their quantum chemical parameters have been studied. For the compounds having hydroxyl or carboxyl, ∑A₂^H=-0.027 ⁷⁺3.826 Q_H-0.0273 E_LUMO -0.0654 E_HOMO +3.085 Q_O( n=70, r=0.982 ). The quantum chemical parameters Q_H, E_LUMO, E_HOMOand Q_Oare the net charge of the hydrogen atom in the hydroxyl or carboxyl of the compounds, the energy of the lowest unoccupied molecular orbital, the energy of the highest occupied molecular orbital and the net charge of the oxygen binding with the hydrogen atom in the hydroxyl or carboxyl, respectively. For the compounds having amino group, ∑A₂^H=-1.569+3.637 Q_H-0.1235 E_HOMO ( n=49, r=0.985). Q_His the net charge of the hydrogen atom having greater positive net charge in the amino group. For the compounds having imino group, ∑A₂^H=-0.472+3.676 Q_H( n=18, r=0.993). Q_His the net charge of the hydrogen atom in the imino group.

Key words: Hydrogen bond, Hydrogen bond acidity, AM1 method, Quantum chemical parameters

CLC Number:

O621.16

TrendMD:

FU Xu-Chun, YU Qing-Sen, LIANG Wen-Quan . Describing Hydrogen-Bond Acidity with Quantum Chemical Parameters[J]. Chem. J. Chinese Universities, 2001, 22(5): 805.

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Describing Hydrogen-Bond Acidity with Quantum Chemical Parameters

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