2-羟基吡啶/2-吡啶酮中的互变异构和微溶剂化。

Tautomerism and microsolvation in 2-hydroxypyridine/2-pyridone.

机构信息

Grupo de Espectroscopía Molecular Edificio Quifima, Area de Química Física, Campus Miguel Delibes, Universidad de Valladolid, 47011 Valladolid, Spain.

出版信息

J Phys Chem A. 2010 Nov 4;114(43):11393-8. doi: 10.1021/jp104625z.

DOI:10.1021/jp104625z

PMID:20925399

Abstract

The Fourier transform microwave spectra of the hydrated forms of the tautomeric pair 2-pyridinone/2-hydroxypyridine (2PO/2HP) have been investigated in a supersonic expansion. Three hydrated species, 2PO-H₂O, 2HP-H₂O, and 2PO-(H₂O)₂, have been observed in the rotational spectrum. Each molecular complex was confidently identified by the features of the ¹⁴N quadrupole hyperfine structure of the rotational transitions. The presence of water affects the tautomeric equilibrium -N═C(OH)- ↔ -NH-C(═O)-, which is shifted to the enol form for the bare molecules 2PO/2HP but to the keto tautomer for the hydrated forms.

摘要

我们在超音速膨胀中研究了互变异构体 2-吡啶酮/2-羟基吡啶（2PO/2HP）的水合形式的傅里叶变换微波光谱。在旋转光谱中观察到了三种水合物种，即 2PO-H2O、2HP-H2O 和 2PO-(H2O)2。每个分子配合物都通过旋转跃迁的 ¹⁴N 四极超精细结构的特征得到了明确的识别。水的存在会影响互变异构平衡 -N═C(OH)- ↔ -NH-C(═O)-，对于裸露的 2PO/2HP 分子，该平衡向烯醇形式移动，但对于水合形式，则向酮式互变异构体移动。