Experimental Analyses Emphasize the Stability of the Meisenheimer Complex in a S<sub>N</sub>Ar Reaction Toward Trends in Reaction Pathways
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Date
2020
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Abstract
The mechanism of SNAr reactions between 2-chloro-5-nitropyrimidine with primary and secondary alicyclic amines, respectively, have been studied by kinetic measurements. The kinetic data obtained in aqueous media opens a controversial discussion based on Bronsted-type plots analysis. The first approach based on the kinetic data reveals a non-catalyzed pathway. Then, the subtlety of the mathematical treatment of the kinetic data is discussed over a concerted or stepwise mechanism, respectively.
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Keywords
SNAr reaction, reaction mechanism, Bronsted-type plots, border mechanisms, Meisenheimer complex