ISSN:
0749-1581
Keywords:
1-Aryl-3,3-dialkyltriazenes
;
1H NMR
;
Hindered rotation
;
Thermal decomposition
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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 1H 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.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260301206
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