How the Nature of an Alpha-Nucleophile Determines a Bronsted Type-Plot and Its Reaction Pathways. An Experimental Study
No Thumbnail Available
Date
2022
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract
The reactions between 2-chloro-5-nitro pyrimidine with a serie of alpha-nucleophile derivatives were kinetically evaluated. The kinetic study was carried out in aqueous media and the data shown an unusual split on the Bronsted type-plot, opening a controversial discussion based on reactivities and possible reaction pathways. These split Bronsted type-plots are discussed over the hypothetical transition state (TS) structures associated to concerted or stepwise mechanisms with emphasis on hydrogen bond interactions between electrophile/nucleophile pair able to determine the reactivities and the plausible reaction routes.
Description
Keywords
SNAr reactions, mechanisms, hydrogen bond interaction, reactivity, bronsted type-plots