Exohedral Addition Chemistry of the Fullerenide Anions C and C .

A systematic screening study of the exohedral reactivity of the reduced fullerenes (fullerenides) C and C is reported. These doubly and singly negatively charged carbon cages were prepared by two-fold reduction of C with potassium, leading to K C , or by in situ monoreduction with the radical anion of benzonitrile PhCN , respectively. Several series of electrophiles, including geminal and distant dihalides, benzyl bromides, and diazonium compounds, were employed as addition partners.

Fullerene Building Blocks with Tailor-Made Solubility and New Insights into Their Hierarchical Self-Assembly.

Herein, the synthesis of fullerene derivatives with adjustable polarities and lyotropic aggregation properties is reported. The polarity range spans from superhydrophobic to hydrophilic, while simultaneously providing a further reactive position with a view to graft them onto other materials. The synthetic strategy relies on a selective protection with an isoxazoline moiety.