- EFFECT OF THE NATURE OF THE LEAVING GROUP IN REACTIONS OF 2-X-N-ETHYLPYRIDINIUM SALTS WITH AMINES IN ACETONITRILE
-
The rate-determining stage in the nucleophilic substitution reactions of 2-X-N-ethylpyridinium salts with piperidine in acetonitrile changes, depending on the nature of the leaving group X.In the case where X = Hlg the controlling stage is the formation of the C-N bond.When X = 4-NO2C6H4O3, 3,4-(NO2)2C6H3O, and 2,6-(NO2)2C6H3O, nucleophilic substitution at the carbon atom is controlled by cleavage of the C-X bond.Nucleophilic substitution at a carbon atom of the benzene ring predominates in the reaction of 2-(2,4-dinitrophenoxy)-N-ethylpyridinium salt with piperidine.
- Titskii, G. D.,Mitchenko, E. S.
-
p. 1949 - 1954
(2007/10/02)
-
- Quantitative estimation of the reactivity of perfluorinated methylbenzenes and benzocycloalkenes in nucleophilic substitution reactions
-
The kinetics of the reactions of perfluorinated xylenes, mesitylene, p-cymene, benzocycloalkenes (benzocyclobutene, indane, tetralin) and octafluoronaphthalene with sodium methoxide and piperidine have been studied.Rate constants of the reactions of perfluorinated aromatic compounds with sodium methoxide (taking into account one reaction centre) are shown to incease in the order: hexafluorobenzene perfluoro-p-xylene ca.= perfluoro-p-cymene octafluorotoluene ca.= perfluoro-m-xylene perfluoromesitylene ca.= perfluoro-o-xylene.In the reactions with piperidine, a different sequence was observed: hexafluorobenzene perfluoro-p-xylene perfluoro-p-cymene perfluoromesitylene perfluoro-m-xylene octafluorotoluene perfluoro-o-xylene.In the reactions of perfluorobenzocycloalkenes with sodium methoxide and piperidine, the reactivity grows by about a factor of 2 with increase of the perfluoroalicyclic ring size by one CF2-group, in the following order: perfluorobenzocyclobutene perfluoroindan perfluorotetralin.
- Rodionov, Peter P.,Osina, Ol'Ga I.,Platonov, Vyacheslav E.,Yakobson, Georg G.
-
p. 986 - 993
(2007/10/02)
-