Tautomeric equilibria of hydroxypyridines in different solvents: An ab initio study

被引：80

作者：

Wang, JH ^{[1
]}

Boyd, RJ ^{[1
]}

机构：

[1] DALHOUSIE UNIV,DEPT CHEM,HALIFAX,NS B3H 4J3,CANADA

来源：

JOURNAL OF PHYSICAL CHEMISTRY | 1996年 / 100卷 / 40期

关键词：

D O I：

10.1021/jp961295z

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 solvent dependence of the tautomeric equilibria of 2-, 3- and 4-hydroxypyridines is investigated by means of self-consistent reaction field (SCRF) theory. The tautomeric equilibrium constants (K-T) in cyclohexane, chloroform, and acetonitrile are predicted at both the Hartree-Fock (HF) and the second-order Moller-Plesset perturbation theory (MP2) levels, It is found that log K-T is linearly dependent upon the solvent polarity as measured by the Kosower Z parameter, in agreement with earlier experimental findings. Based on this relation, log K-T is predicted to be 1.72, 0.86, and 5.65 for 2-, 3-, and 4-hydroxypyridines, respectively, in aqueous solutions.

引用

页码：16141 / 16146

页数：6

共 21 条

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[Anonymous], 2000, HDB HETEROCYCLIC CHE

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