Specificity of the intramolecular hydrogen bond. The differences in spectroscopic characteristics of the intermolecular and intramolecular H-bonds

被引：58

作者：

Filarowski, A

Koll, A

机构：

[1] Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

[2] Architectural Bldg Acad Tyumen, Tyumen 625003, Russia

来源：

VIBRATIONAL SPECTROSCOPY | 1998年 / 17卷 / 02期

关键词：

hydrogen bond; phenol; N; N-dimethylbenzylamine;

D O I：

10.1016/S0924-2031(98)00026-5

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

IR spectroscopic properties-positions of nu(OH) bands and their integrated intensities for series of nine Schiff bases, 16 complexes of phenols with N, N-dimethylbenzylamine and 11 complexes of phenols with N-benzylidenemethylamine-were determined in CCl4 solutions and compared with their Delta pK(a) values. Characteristics of particular groups of compounds with the hydrogen bond were determined. It was shown that the strong decrease of the intensity of the nu(OH) bands is a specific feature of the intramolecular hydrogen bonding in comparison to related intermolecular complexes. It results from bending of the intramolecular hydrogen bond and is not limited to pseudoaromatic chelate rings only. Such conclusion results also from semiempirical and ab initio calculations. (C) 1998 Elsevier Science B.V. All rights reserved.

引用

页码：123 / 131

页数：9

共 24 条

[1] Intermolecular N-H center dot center dot center dot O hydrogen bonds assisted by resonance. Heteroconjugated systems as hydrogen-bond-strengthening functional groups [J].