- New approaches to the multiple functionalization of fullerene
- Carini, Marco
Subject
- fullerene
- bis-adducts
- tether
- triazine
- multifunctional
- SCUOLA DI DOTTORATO DI RICERCA IN SCIENZE E TECNOLOGIE CHIMICHE E FARMACEUTICHE
- CHIM/08 CHIMICA FARMACEUTICA
Description
- 2012/2013
- Fullerene C60 is a charming molecule, its beautiful symmetry and its unique properties are still intriguing scientific community after almost three decades from its discovery. Investigation of its properties and applications is still an active field. In our group we are interested especially in the biological aspect of fullerene sciences. In this field, polyfunctional derivatives are particularly attractive, for the increased solubility and for the possibility to attach different biologically active molecules on the same carbon cage. In the first project we studied different methods to control the site selectivity of the double 1,3-dipolar cycloaddition of azomethine ylides. To this purpose, we synthesized several bis-reactive templates with very different design, and we could obtain unusual fullerene-macrocyclic and fullerene-cyclophanes structures. A good degree of control of the site selectivity was achieved in some cases. A supramolecular approach to the control of the second cycloaddition was also developed. In the second part we focused our efforts in finding a feasible and scalable method to produce bis- or poly-functional fullerene derivatives from the easily accessible monoadduct. Triazine chemistry in combination with oxyethylenic chains allowed us to easily synthesize a library of polyfunctional, versatile and highly soluble derivatives. Some toxicological results indicate that this kind of compounds can be very useful carriers for drug delivery and some application in this sense are currently under investigation. Finally in a third part of the work we synthesized several fullerene-bipyridyl ligands and their ruthenium complexes. In this way we want to combine in the same molecule both the antiproliferative properties of ruthenium complexes and the photosensitizing effect of fullerene in order to obtain a synergistic effect against tumor cells.
- XXVI Ciclo
- 1986
Date
- 2014-07-10T08:36:45Z
- 2014-07-10T08:36:45Z
- 2014-04-07
Type
- Doctoral Thesis
Format
- application/pdf
Identifier
urn:nbn:it:units-12560