KINETIC ISOTOPE EFFECT AND ISOMERIC RATIOS IN THE COUPLING OF DEUTERATED 1- NAPHTHOL-3-SULFONIC ACID (in German)
Journal Article
·
· Helvetica Chimica Acta (Switzerland)
Diazo couplings of 4-chlorodiazobenzene with deuterated 1-naphthol-3- sulfonic acid show an isotope effect (k/sub H//k/sub D/ = 3.1) which is smaller than the isotope the analogous reaction with 2-naphthol-6,8-disulfonic acid. These differences are explained as a function of k/sub -1/, i.e., the rate of the reverse reaction of the first step. This constant is influenced by the different steric conditions in the intermediate stages of the reactions. In the coupling of deuterated 1-naphthol-3-sulfonic acid, an orientation isotope effect'' is found. The o/p ratio has a larger value because the para coupling is more strongly base catalyzed than the ortho reaction. Therefore, the kinetic isotope effect of the para coupling is larger. (auth)
- Research Organization:
- Univ. of Basel
- Sponsoring Organization:
- USDOE
- NSA Number:
- NSA-13-007526
- OSTI ID:
- 4253687
- Journal Information:
- Helvetica Chimica Acta (Switzerland), Journal Name: Helvetica Chimica Acta (Switzerland) Vol. Vol: 41; ISSN HCACA
- Country of Publication:
- Country unknown/Code not available
- Language:
- German
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