Premium
Kinetischer Isotopeneffekt und Isomerenverhältnis bei der Kupplung von deuterierter 1‐Naphtol‐3‐sulfosäure. 15. Mitteilung zur Kenntnis der Kupplungsreaktion
Author(s) -
Ernst R.,
Stamm O. A.,
Zollinger Hc H.
Publication year - 1958
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.19580410739
Subject(s) - chemistry , medicinal chemistry , reaction rate constant , steric effects , stereochemistry , kinetics , physics , quantum mechanics
1. Diazo couplings of 4‐chlorodiazobenzene with [2:4‐di‐D]‐1‐naphtol‐3‐sulphonic acid show an isotope effect (k H /K D = 3·1) which is smaller than the isotope effect of the analogous reaction with 2‐naphtol‐6:8‐disulphonic acid. These differencies are explained as a function of k −1 , i.e. the rate of the reverse reaction of the first step. This constant is influenced by the different steric conditions in the intermediates of the reactions.