POLARIZATION EFFECTS ON THE TAUTOMERIC EQUILIBRIA OF 2-HYDROXYPYRIDINE AND 4-HYDROXYPYRIDINE IN AQUEOUS AND ORGANIC SOLUTION

被引：24

作者：

GAO, JL

SHAO, L

机构：

[1] Department of Chemistry, State University of New York at Buffalo, Buffalo

来源：

JOURNAL OF PHYSICAL CHEMISTRY | 1994年 / 98卷 / 51期

关键词：

D O I：

10.1021/j100102a051

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The role of electronic polarization effects on the tautomeric equilibria of 2- and 4-hydroxypyridine has been examined through Monte Carlo simulations using a combined quantum mechanical and molecular mechanical (QM/MM) potential. The results indicate that differential polarization in the hydroxy and oxo forms contributes significantly to the overall observed solvent effects on the tautomeric equilibria, amounting to 14%-68% of the total free energy of solvation in chloroform and in water. This is accompanied by concomitant changes in molecular dipole moment. Detailed insights into the structural and energetic nature of the solvent polarization effects are presented.

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页码：13772 / 13779

页数：8

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