Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction

Chiral acrylic esters derived from biomass were developed as models to have a better insight in the aryl–vinyl π-stacking interactions. Quantum chemical calculations, NMR studies and experimental evidences demonstrated the presence of equilibriums of at least four different conformations: π-stacked...

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Detalles Bibliográficos
Autores principales: Corne, Valeria, Sarotti, Ariel Marcelo, Ramirez de Arellano, Carmen, Spanevello, Rolando Ángel, Suárez, Alejandra Graciela
Formato: article artículo acceptedVersion
Lenguaje:Inglés
Publicado: Beilstein-Institut 2018
Materias:
Biomass
π-stacking interaction
Acrylic Esters
Asymmetric Synthesis
Conformational Equilibrium
Acceso en línea:http://hdl.handle.net/2133/11112
http://hdl.handle.net/2133/11112
Aporte de:
Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR) de Universidad Nacional de Rosario
id I15-R121-2133-11112
record_format dspace
institution Universidad Nacional de Rosario
institution_str I-15
repository_str R-121
collection Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR)
language Inglés
orig_language_str_mv eng
topic Biomass
π-stacking interaction
Acrylic Esters
Asymmetric Synthesis
Conformational Equilibrium
spellingShingle Biomass
π-stacking interaction
Acrylic Esters
Asymmetric Synthesis
Conformational Equilibrium
Corne, Valeria
Sarotti, Ariel Marcelo
Ramirez de Arellano, Carmen
Spanevello, Rolando Ángel
Suárez, Alejandra Graciela
Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
topic_facet Biomass
π-stacking interaction
Acrylic Esters
Asymmetric Synthesis
Conformational Equilibrium
description Chiral acrylic esters derived from biomass were developed as models to have a better insight in the aryl–vinyl π-stacking interactions. Quantum chemical calculations, NMR studies and experimental evidences demonstrated the presence of equilibriums of at least four different conformations: π-stacked and face-to-edge, each of them in an s-cis/s-trans conformation. The results show that the stabilization produced by the π–π interaction makes the π-stacked conformation predominant in solution and this stabilization is slightly affected by the electron density of the aromatic counterpart.
format article
artículo
acceptedVersion
author Corne, Valeria
Sarotti, Ariel Marcelo
Ramirez de Arellano, Carmen
Spanevello, Rolando Ángel
Suárez, Alejandra Graciela
author_facet Corne, Valeria
Sarotti, Ariel Marcelo
Ramirez de Arellano, Carmen
Spanevello, Rolando Ángel
Suárez, Alejandra Graciela
author_sort Corne, Valeria
title Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
title_short Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
title_full Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
title_fullStr Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
title_full_unstemmed Experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
title_sort experimental and theoretical insights in the alkene–arene intramolecular π-stacking interaction
publisher Beilstein-Institut
publishDate 2018
url http://hdl.handle.net/2133/11112
http://hdl.handle.net/2133/11112
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