Exploring borderline S<sub>N</sub>1–S<sub>N</sub>2 mechanisms: the role of explicit solvation protocols in the DFT investigation of isopropyl chloride-Reference-Cited by-同舟云学术

Exploring borderline S_N1–S_N2 mechanisms: the role of explicit solvation protocols in the DFT investigation of isopropyl chloride

Published:2024 Issue:7 Volume:14 Page:4692-4701
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

de Andrade Karine Nascimento¹^ORCID,Peixoto Bárbara Pereira¹,Carneiro José Walkimar de Mesquita²^ORCID,Fiorot Rodolfo Goetze¹^ORCID

Affiliation:

1. Department of Organic Chemistry, Chemistry Institute, Universidade Federal Fluminense (UFF), Outeiro de São João Batista, 24020-141, Niterói, RJ, Brazil

2. Department of Inorganic Chemistry, Chemistry Institute, Universidade Federal Fluminense (UFF), Outeiro de São João Batista, 24020-141, Niterói, RJ, Brazil

Abstract

We explored borderline SNX reactions quantum-chemically, revealing a preferred dissociative-SN2 pathway controlled by solute–solvent interactions through various solvation models.

Funder

Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/RA/D4RA00066H

Reference60 articles.

1. F. A.Carey and R. J.Sundberg , Advanced Organic Chemistry – Part A: Structure and Mechanisms , Springer , New York , 5th edn, 2007

2. Can One Predict Changes from SN1 to SN2 Mechanisms?

3. SN1-SN2 and SN2-SN3 mechanistic changes revealed by transition states of the hydrolyses of benzyl chlorides and benzenesulfonyl chlorides

4. Do the solvolysis reactions of secondary substrates occur by the SN1 or SN2 mechanism: or something else?