Steric Effects in Nucleophilic Aromatic Substitution reactions with aromatic amines 12th communication on nucleophilic aromatic substitution reactions
W Eggimann, P Schmid, H Zollinger
Index: Eggimann,W. et al. Helvetica Chimica Acta, 1975 , vol. 58, p. 257 - 268
Full Text: HTML
Citation Number: 13
Abstract
Abstract The kinetics of the SN Ar reactions of aniline and N-methylaniline with a variety of substituted nitrochlorobenzenes in acetonitrile demonstrate that the formation of the intermediate σ-complex is rate determining. The ratio of the rate constants of the aniline and the N-methylaniline reactions (k A/k M) increases with increasing size of the 6-substituent; with picryl chloride k A/k M reaches a value of over 20 000. The reaction of aniline with 4-X ...
Related Articles:
Justus Liebig's Annalen Der Chemie. Über die Einwirkung des Ozons auf organische Verbindungen
[Borsche; Rantscheff Justus Liebigs Annalen der Chemie, 1911 , vol. 379, p. 158 Justus Liebigs Annalen der Chemie, 1914 , vol. 406, p. 101]