Kinetic study of the reactions of some 5-nitro-2-(4-nitrophenoxy)-3-X-thiophenes with aniline and 4-methoxyaniline in methanol

Authors
Frenna, V Macaluso, G Consiglio, G Guernelli, S Spinelli, D
Citation
V. Frenna et al., Kinetic study of the reactions of some 5-nitro-2-(4-nitrophenoxy)-3-X-thiophenes with aniline and 4-methoxyaniline in methanol, COLL CZECH, 64(11), 1999, pp. 1877-1892
Citations number
26
Categorie Soggetti
Chemistry
Journal title
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
ISSN journal
00100765 → ACNP
Volume
64
Issue
11
Year of publication
1999
Pages
1877 - 1892
Database
ISI
SICI code
0010-0765(199911)64:11<1877:KSOTRO>2.0.ZU;2-T
Abstract
The rate constants of the title reactions have been measured at various ami ne concentrations. The second-order kinetic constant for the amino substitu tion increases in a hyperbolic way as a function of the nucleophile concent ration. The k(3)(Am)/k(-1) ratio for each catalysed system is not a monoton ic function of the X substituent. This result has been rationalized in the framework of the SB-GA (Specific Base-General Acid) mechanism of base catal ysis.