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...
Guardado en:
| Autores principales: | , , , , |
|---|---|
| Formato: | article artículo acceptedVersion |
| Lenguaje: | Inglés |
| Publicado: |
Beilstein-Institut
2018
|
| Materias: | |
| Acceso en línea: | http://hdl.handle.net/2133/11112 http://hdl.handle.net/2133/11112 |
| Aporte de: |
| Sumario: | 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. |
|---|