Premium
Katalytische Effekte bei der Reaktion von 2,4‐Dinitrofluorbenzol mit Morpholin in Benzol. 7. Mitteilung über nucleophile aromatische Substitutionsreaktionen
Author(s) -
Becker G.,
Bernasconi C. F.,
Zollinger Hch.
Publication year - 1967
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.19670500104
Subject(s) - chemistry , dabco , morpholine , piperidine , pyridine , medicinal chemistry , catalysis , nucleophile , steric effects , octane , base (topology) , stereochemistry , organic chemistry , mathematical analysis , mathematics
(1) The rates of reaction of 2, 4‐dinitrofluorobenzene with morpholine have been measured in benzene solution, with and without the addition of pyridine or 1, 4‐diaza‐bicyclo[2.2.2]octane (DABCO) as catalysts. (2) The reaction is catalyzed by morpholine, pyridine and DABCO; the rate laws as functions of these bases are expressed by equations (2)–(4). (3) The reaction is considerably more sensitive to pyridine and DABCO catalysis than that of 2, 4‐dinitrofluorobenzene with the sterically identical, but more basic piperidine. These findings confirm a previously found trend of greater sensitivity to base catalysis with decreasing base strength of the reacting amine.