Nucleofugality hierarchy, in the aminolysis reaction of 4-cyanophenyl 4-nitrophenyl carbonate and thionocarbonate. Experimental and theoretical study
Author:
Affiliation:
1. Departamento de Quimica Fisica
2. Facultad de Química y de Farmacia
3. Pontificia Universidad Católica de Chile
4. Santiago
5. Chile
Abstract
Brønsted plot of the reaction of 9 with secondary alicyclic amines. The concave upward non-linear plot is in accordance with two parallel mechanistic pathways.
Funder
Fondo Nacional de Desarrollo Científico y Tecnológico
Publisher
Royal Society of Chemistry (RSC)
Subject
Materials Chemistry,General Chemistry,Catalysis
Link
http://pubs.rsc.org/en/content/articlepdf/2021/NJ/D0NJ05837H
Reference67 articles.
1. A Practical Guide for Estimating Rates of Heterolysis Reactions
2. Kinetics of the Solvolyses of Benzhydryl Derivatives: Basis for the Construction of a Comprehensive Nucleofugality Scale
3. Solvolytic Reactivity of 2,4-Dinitrophenolates
4. Nucleofugality of Pentafluorophenolate in Various Solvents: Solvolytic Behavior of Phenolates
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1. Kinetic study on pyridinolysis of aryl benzenesulfonates: factors governing regioselectivity and reaction mechanism;Canadian Journal of Chemistry;2022-05
2. A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics;The Journal of Organic Chemistry;2021-12-20
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