Regioselective Synthesis of Fullerene Tris-adducts for the Preparation of Clickable Fullerene [3:3]-Hexa-adduct Scaffolds
Résumé
Macrocyclic tris-malonates incorporating cleavable di-tertbutylsilylene protecting groups have been prepared by a stepwise approach and used for the regioselective tris-functionalization of C60. Fullerene tris-adducts with an e,e,e addition pattern have been thus obtained. The bridging di-tert-butylsilylene protecting groups have been cleaved to liberate the terminal alcohol functions of the fullerene tris-adduct. This key building block has been further functionalized to generate a clickable fullerene [3:3]-hexa-adduct scaffold allowing the successive introduction of two azide reagents.
Domaines
Chimie organique
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