Campodónico, PaolaTapia, RicardoSuárez, Cristian2022-03-102022-03-102022Campodónico PR, Tapia RA, Suárez-Rozas C. How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study. Front Chem. 2022 Feb 2;9:740161. doi: 0.3389/fchem.2021.740161https://doi.org/10.3389/fchem.2021.740161http://hdl.handle.net/11447/5686The reactions between 2-chloro-5-nitro pyrimidine with a serie of α-nucleophile derivatives were kinetically evaluated. The kinetic study was carried out in aqueous media and the data shown an unusual split on the Brønsted type-plot, opening a controversial discussion based on reactivities and possible reaction pathways. These split Brønsted 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.enSNAr reactionsbrønsted type-plotshydrogen bond interactionmechanismsreactivityArticle