Experimental Analyses Emphasize the Stability of the Meisenheimer Complex in a S N Ar Reaction Toward Trends in Reaction Pathways

Date

2020-07

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Article

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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 Brönsted-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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Citation

Frontiers in Chemistry, 2020 Jul, vol.8: 583

Keywords

Brönsted-type plots, Meisenheimer complex, SNAr reaction, Border mechanisms, Reaction mechanism

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