Not an oxygen-bridged annulene (structural type 1) but rather an epoxide (structural type 2) is the product of the reaction of dimethyldioxirane with C60. In a competing reaction, a 1,3-dioxolane (structural type 3) is formed—probably by a diradical mechanism. Cleavage of acetone from 3 leading to 2 was not observed at temperatures up to 110°C. Compound 3 could provide access to ring-opened fullerenes.
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Elemes et al. (1992) studied this question.
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