Proton transfer equilibrium in the intramolecular hydrogen bridge in sterically hindered Schiff bases

被引：48

作者：

Filarowski, A ^{[1
]}

Koll, A ^{[1
]}

Glowiak, T ^{[1
]}

机构：

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

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2002年 / 615卷 / 1-3期

关键词：

Schiff bases; proton transfer; hydrogen bond; steric repulsion;

D O I：

10.1016/S0022-2860(02)00211-9

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：

Six Schiff bases (4-chloro-2-(1-ethyliniino-ethyl)-5-methyl-phenol (1), 2,4-dichloro-6-(1-ethylamino-ethylidene)-cyclohexa-2,4-dienone (II), 4-chloro-2-nitro-6-(1-ethylamino-ethylidene)-cyclohexa-2,4-dienone (III), 2-nitro-4-methyl-6-(l-ethylamino-ethylidene)-cyclohexa-2,4-dienone (IV), 2-(1-phenylimino-iso-propyl)-phenol (V) and 4-chloro-2-(1-phenyliminoethyl)-5-methyl-phenol (VI)) were synthesised with replacement of the H atom in the C-C(H)=N group by either methyl, or phenyl substituent. The data were collected at 293 K temperature. Additionally in order to study the temperature influence on proton transfer two crystal structures were obtained at 100 K temperature. The influence of different substitution in phenol ring on the position of hydrogen in hydrogen bridge was discussed. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：97 / 108

页数：12

共 39 条

[11] EVIDENCE FOR RESONANCE-ASSISTED HYDROGEN-BONDING FROM CRYSTAL-STRUCTURE CORRELATIONS ON THE ENOL FORM OF THE BETA-DIKETONE FRAGMENT [J].