Regioselective Preparation of Fullerene Bis-adducts From Cleavable Macrocyclic Bis-malonates
Résumé
A series of macrocyclic bis-malonates incorporating either di-tert-butylsilylene or tetra-iso-propyldisiloxane subunits have been prepared and used for the regioselective bis-functionalization of [60]fullerene by double Bingel cyclopropanations. By systematically changing the length and the rigidity of the spacer units linking the malonate moieties to the silylated protecting groups, fullerene bisadducts with different addition patterns have been obtained. Finally, the bridging di-tert-butylsilylene groups have been cleaved to afford the corresponding acyclic fullerene bis-adducts bearing four alcohol functions.
Domaines
Chimie organique
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