Reversible molecular encapsulation in self-assembled and mechanically locked containers with polar interior
- Autores: Mónica Espelt Ripoll
- Directores de la Tesis: Pablo Jose Ballester Balaguer (dir. tes.)
- Lectura: En la Universitat Rovira i Virgili ( España ) en 2013
- Idioma: inglés
- Tribunal Calificador de la Tesis: Piet W. N. M. Van Leeuwen (presid.), Beatriu Escuder Gil (secret.), Antoni Costa Torres (voc.)
- Materias:
- Enlaces
- Tesis en acceso abierto en: TDX
- Resumen
The present thesis work dealt with the study of the polar interiors of self-assembled homocapsules based on aryl-extended calix[4]pyrrole scaffolds, as well as the anisotropic polar interior of a mechanically locked calix[4]arene-calix[4]pyrrole heterocapsule. The properties of the internal cavities of the receptors were probed through the inclusion of different molecules known as guests. Homologous series of aliphatic N-oxides were used in encapsulation experiments to evaluate the size modification and adaptability exhibited by the aromatic cavity enclosed in both systems. Moreover, new super aryl-extended calix[4]pyrroles were synthesized by the elongation of the aromatic walls of aryl-extended calix[4]pyrroles yielding a substantial increased volume of the internal cavity. Additionally, the preparation of an unprecedented calix[4]pyrrole – calix[4]pyrrole molecular container having the two hemispheres mechanically linked was achieved. This capsule features a sizeable increase of its internal volume when compared to the previous calix[4]arene-calix[4]pyrrole molecular container. Both mechanically locked capsules displayed a bis-[2]-catenane topology. Furthermore, the new mechanically locked homo-dimer possesses polar functionalization at the closed ends of both hemispheres.
