Oxygen-Delivery Materials: Synthesis of an Open-Cage Fullerene Derivative Suitable for Encapsulation of H2 O2 and O2.

Abstract

An open-cage [60]fullerene was prepared through a multiple-step sequence based on peroxide-mediated cage-opening reactions. Key steps include repeated C60 -sensitized singlet-oxygen oxidation of electron-rich amino enol double bonds to form two lactone and two lactam moieties on the rim of the orifice. Single-crystal X-ray analysis shows that the 22-membered orifice has an ellipsoid shape with the major axis at 6.7 Å and the minor axis at 3.5 Å. Encapsulation of H2 O2 was observed under atmospheric pressure at room temperature. Oxygen is also effectively trapped during the process.