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

Journal
Frontiers in Chemistry
ISSN
2296-2646
Date Issued
2022
Author(s)
CAMPODONICO GALDAMES, PAOLA ROSSANA  
Facultad de Medicina Clínica Alemana Universidad del Desarrollo  
Ricardo A. Tapia
Cristian Suárez-Rozas
Type
Resource Types::text::journal::journal article
Scopus ID
2-s2.0-85124716165
WoS ID
WOS:000759442200001
DOI
10.3389/fchem.2021.740161
URL
https://investigadores.udd.cl/handle/123456789/5257
URL Institutional Repository
http://hdl.handle.net/11447/5686
Abstract
<jats:p>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.</jats:p>
Cite this document
Campodónico, P. R., Tapia, R. A., & Suárez-Rozas, C. (2022). How the nature of an alpha-nucleophile determines a brønsted type-plot and its reaction pathways. An experimental study. Frontiers in Chemistry, 9, 740161. https://doi.org/10.3389/fchem.2021.740161
Project(s)
Experimental & Theoretical Studies on Nucleophilic Substitution Reactions in Solvents of Varying Polarity  
Dataset(s)
Supplementary Material -How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study
Subjects
snar reactions

; 

mechanisms

; 

hydrogen bond interaction

; 

reactivity

; 

bronsted type-plots
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