Zinc-Mediated Reductive Cyclization of [60]Fullerene with Enones and Subsequent Dehydration under Solvent-Free and Ball-Milling Conditions.

The zinc-mediated solvent-free reaction of [60]fullerene with enones and water and the subsequent treatment of a base afford various [60]fullerene-fused cyclopentanols using the ball-milling technique. A plausible reaction mechanism is proposed on the basis of control experiments. In addition, the formed [60]fullerene-fused cyclopentanols can be further dehydrated to provide [60]fullerene-fused cyclopentenes.