Reactions Of [60]Fullerene With Acetone Under Basic Condition: Nucleophilic Ring Opening Of The [5,6]-Cyclopropane In C-60 And Formation Of The Substituted Methano[60]Fulleroids

The reactions of C-60 with acetone were carried out under basic condition in the presence of 1.0 M TBAOH (tetra-n-butylammonium hydroxide) methanol solution and ArCH2Br (Ar = Ph or o-BrPh), where methano[60]fulleroids with a novel 1,1,4,9,9,25-configuration were obtained and structurally characterized by single crystal diffraction. The product was formed via the ring-opening reaction of the [5,6]-cyclopropane by the nucleophilic addition of MeO-, which is different from the reactions of other ketones reported previously.