Ultra-Fast Dendritic Growth Based on the Grafting of Fullerene Hexa-Adduct Macromonomers onto a Fullerene Core

摘要

A fullerene hexa-adduct building block bearing an azide functionality was prepared in six steps, and grafted onto a central fullerene core under copper-catalyzed azide-alkyne cycloaddition conditions. The resulting tridecafullerene derivative is a first generation dendrimer with 132 peripheral ethyl ester groups. This compound was characterized by different spectroscopic techniques (H-1 and C-13 NMR, IR, UV/Vis), and by MALDI-TOF mass spectrometry. Despite a high degree of fragmentation, the molecular-ion peak was detected, and all the observed fragments originate from a fully clicked derivative. This shows that the construction of dendrimers in a single dendritic growth step from fullerene hexa-adduct macromonomers is an efficient strategy to produce monodisperse compounds.