Synthesis of [60]fullerene acetals and ketals: Reaction of [60]fullerene with aldehydes/ketones and alkoxides

摘要

The reaction of C-60 with propionaldehyde (butyraldehyde or phenylacetaldehyde) and MeONa-MeOH or EtONa-EtOH in anhydrous chlorobenzene in the presence of air at room temperature unexpectedly gave rare fullerene acetals 2aa-cb, while the reaction of C-60 with acetone (acetophenone, cyclohexanone, or cyclopentanone) and MeONa-MeOH or EtONa-EtOH under the same conditions afforded the uncommon fullerene ketals 4aa-db. A possible reaction mechanism for the formation of the fullerene acetals and ketals is proposed based on further experimental results.