Are one-step aromatic nucleophilic substitutions of non-activated benzenes concerted processes?

Author:

Domingo Luis R.12345ORCID,Ríos-Gutiérrez Mar12345ORCID,Chamorro Eduardo678910ORCID,Pérez Patricia678910ORCID

Affiliation:

1. Department of Organic Chemistry

2. Research Building Jeroni Muñoz

3. University of Valencia

4. Valencia

5. Spain

6. Universidad Andres Bello

7. Facultad de Ciencias Exactas

8. Departamento de Ciencias Químicas

9. Computational and Theoretical Chemistry Group

10. 8370146 Santiago

Abstract

Analysis of the mechanism of one-step SNAr reactions of non-activated benzenes shows the presence of structures similar to those of Meisenheimer intermediates, thus accounting for the non-concerted nature of these reactions.

Funder

Ministerio de Ciencia y Tecnología

Fondo Nacional de Desarrollo Científico y Tecnológico

Horizon 2020

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference42 articles.

1. Aromatic Nucleophilic Substitution Reactions.

2. J. Miller , Aromatic Nucleophilic Substitution , ed. C. Eaborn and N. B. Chapman , Elsevier publishing co , Amsterdam , 1968 , p. 408

3. M. R. Crampton , in Arene Chemistry: Reaction Mechanisms and Methods for Aromatic Compounds , ed. J. Mortier , John Wiley & Sons, Inc , Hoboken, NJ , 2016 , p. 131

4. Rate-Determining Factors in Nucleophilic Aromatic Substitution Reactions

5. F. Terrier , Modern Nucleophilic Aromatic Substitution 1-94 , Wiley , 2013

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