NMR-STUDIES OF HINDERED ROTATION AND THERMAL-DECOMPOSITION OF NOVEL 1-ARYL-3,3-DIALKYLTRIAZENES

被引：18

作者：

LIPPERT, T

WOKAUN, A

DAUTH, J

NUYKEN, O

机构：

[1] UNIV BAYREUTH,DEPT PHYS CHEM 2,W-8580 BAYREUTH,GERMANY

[2] UNIV BAYREUTH,DEPT MACROMOLEC CHEM 1,W-8580 BAYREUTH,GERMANY

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 1992年 / 30卷 / 12期

基金：

欧洲研究理事会; 芬兰科学院;

关键词：

1-ARYL-3,3-DIALKYLTRIAZENES; H-1; NMR; HINDERED ROTATION; THERMAL DECOMPOSITION;

D O I：

10.1002/mrc.1260301206

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1-Aryl-3,3-dialkyltriazenes have been synthesized by coupling the corresponding diazonium salts of substituted aniline derivatives with dialkylamines. The thermostability of these compounds was investigated by differential scanning calorimetry; activation energies of 240-280 kJ mol-1 were determined for the thermal decomposition. The hindered rotation of the dialkylamino group was studied by H-1 NMR exchange measurements. Both experiments are interpreted in terms of an involvement of a 1,3-dipolar structure of the -N=N-N- functional group. The influence of substituents, both on the aromatic ring and at the amino group, on the kinetic and activation parameters is investigated; results are analysed on the basis of mesomeric and steric effects on the dipolar charge distribution in the molecule.

引用

页码：1178 / 1185

页数：8

共 14 条

[11] PREPARATION OF TRIALKYLTRIAZENES - A COMPARISON OF THE N-N BOND ROTATION IN TRIALKYLTRIAZENES AND ARYLDIALKYLTRIAZENES BY VARIABLE TEMPERATURE C-13 NMR [J].