How the Nature of an Alpha-Nucleophile Determines a Bronsted Type-Plot and Its Reaction Pathways. An Experimental Study

Campodonico, Paola R.

Pontificia Universidad Católica de Chile

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Campodonico, Paola R. Tapia, Ricardo A. Suarez-Rozas, Cristian

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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.

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Autor	Campodonico, Paola R. Tapia, Ricardo A. Suarez-Rozas, Cristian
Título	How the Nature of an Alpha-Nucleophile Determines a Bronsted Type-Plot and Its Reaction Pathways. An Experimental Study
Revista	Frontiers in chemistry
ISSN	2296-2646
Volumen	9
Fecha de publicación	2022
Resumen	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.
Derechos	acceso restringido
Agencia financiadora	Fondecyt Grant
DOI	10.3389/fchem.2021.740161
Enlace	https://doi.org/10.3389/fchem.2021.740161 https://repositorio.uc.cl/handle/11534/93670
Id de publicación en WoS	WOS:000759442200001
Palabra clave	SNAr reactions mechanisms hydrogen bond interaction reactivity bronsted type-plots
Tema ODS	03 Good Health and Well-being
Tema ODS español	03 Salud y bienestar
Tipo de documento	artículo