General acid catalysis and kinetic isotope effects for intramolecular, addition–elimination between amino and amide groups in 1-amino-8-trifluoroacetylaminonaphthalene; observation of a biphasic Brønsted plot-Reference-Cited by-同舟云学术

General acid catalysis and kinetic isotope effects for intramolecular, addition–elimination between amino and amide groups in 1-amino-8-trifluoroacetylaminonaphthalene; observation of a biphasic Brønsted plot

Published:1993 Issue:10 Volume: Page:1711-1715
ISSN:0300-9580
Container-title:J. Chem. Soc., Perkin Trans. 2
language:en
Short-container-title:J. Chem. Soc., Perkin Trans. 2

Author:

Baynham Andrew S.,Hibbert Frank,Malana Muhammad A.

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/1993/P2/P29930001711

Reference15 articles.

1. Cyclic imine formation by intramolecular nucleophilic addition and elimination between an amino group and amide carbonyl; rate–pH profile for the reaction of 1-amino-8-trifluoroacetylaminonaphthalene to 2-trifluoromethylperimidine

2. Mechanism of an intramolecular addition–elimination between amino and amide groups; a biphasic Brønsted plot for acid catalysis as evidence for rate-limiting proton transfer to the addition intermediate

3. Intermediates in nucleophilic aromatic substitution. XIV. Spiro Meisenheimer complexes derived from N,N-dimethylethylenediamine. Kinetics in aqueous dimethyl sulfoxide

4. Base-catalyzed proton transfer from an intramolecularly hydrogen-bonded naphthylammonium ion in 70% dimethyl sulfoxide-water (v/v)

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