Assoziation bei Azoverbindungen II: Einfluss der Assoziation auf das tautomere Gleichgewicht von 4‐Dimethylamino‐azobenzol‐Derivaten
1962; Wiley; Volume: 45; Issue: 6 Linguagem: Inglês
10.1002/hlca.19620450621
ISSN1522-2675
Autores Tópico(s)Chemical Reactions and Mechanisms
ResumoAbstract The equilibrium between the two tautomeric conjugate acids of 4‐dimethyl‐amino‐azobenzene derivatives is a function of the concentration and the ionic strength of the solution. The individual acidity constants of these two tautomeric conjugate acids have been correlated with the Hammett δϱ‐relationship. It can be shown that the ammonium form of the first conjugate acid of 4‐dimethylamino‐azobenzene derivatives is more aggregated than the azonium form. The δϱ‐relationships demonstrate that enhanced mesomeric interaction occurs between a ‐M substituent in the 4′‐position and the 4‐dimethylamino group, but not with the lone pair of electrons on the β‐azo nitrogen atom.
Referência(s)