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Protonierungs‐ und Deprotonierungskinetik des Systems Azulen‐Azuleniumkation, ein Beitrag zur Kenntnis der Hammett 'schen H o ‐Aciditätsfunktion
Author(s) -
Seiler P.,
Werthemann D.
Publication year - 1971
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19710540838
Subject(s) - chemistry , azulene , deprotonation , protonation , hammett equation , medicinal chemistry , reaction rate constant , kinetics , organic chemistry , physics , ion , quantum mechanics
Abstract Using a flashphotolysis‐method to evaluate the rates of the protonation of azulene and the deprotonation of azuleniumcation as a function of H 0 the validity of the Hammett H 0 ‐function was examined. Using this technique it was possible to obtain information on the behaviour of the activity coefficients and to show that the H c ‐acidityfunction of Reagan [1] is a better measure of the hydrogen activity than the H 0 ‐function. The dependence of the deprotonation rate on H 0 is explained as a consequence of the different behaviour of the activity coefficients of Hammett ‐indicators and azulene/azuleniumcation, respectively.