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

The 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 possi...

Descripción completa

Detalles Bibliográficos
Autores principales: Campodónico, Paola R., Tapia, Ricardo A., Suárez-Rozas, Cristian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8847609/
https://www.ncbi.nlm.nih.gov/pubmed/35186890
http://dx.doi.org/10.3389/fchem.2021.740161
_version_ 1784652082818580480
author Campodónico, Paola R.
Tapia, Ricardo A.
Suárez-Rozas, Cristian
author_facet Campodónico, Paola R.
Tapia, Ricardo A.
Suárez-Rozas, Cristian
author_sort Campodónico, Paola R.
collection PubMed
description The 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.
format Online
Article
Text
id pubmed-8847609
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-88476092022-02-17 How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study Campodónico, Paola R. Tapia, Ricardo A. Suárez-Rozas, Cristian Front Chem Chemistry The 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. Frontiers Media S.A. 2022-02-02 /pmc/articles/PMC8847609/ /pubmed/35186890 http://dx.doi.org/10.3389/fchem.2021.740161 Text en Copyright © 2022 Campodónico, Tapia and Suárez-Rozas. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Campodónico, Paola R.
Tapia, Ricardo A.
Suárez-Rozas, Cristian
How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
title How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
title_full How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
title_fullStr How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
title_full_unstemmed How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
title_short How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
title_sort how the nature of an alpha-nucleophile determines a brønsted type-plot and its reaction pathways. an experimental study
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8847609/
https://www.ncbi.nlm.nih.gov/pubmed/35186890
http://dx.doi.org/10.3389/fchem.2021.740161
work_keys_str_mv AT campodonicopaolar howthenatureofanalphanucleophiledeterminesabrønstedtypeplotanditsreactionpathwaysanexperimentalstudy
AT tapiaricardoa howthenatureofanalphanucleophiledeterminesabrønstedtypeplotanditsreactionpathwaysanexperimentalstudy
AT suarezrozascristian howthenatureofanalphanucleophiledeterminesabrønstedtypeplotanditsreactionpathwaysanexperimentalstudy

Ejemplares similares