Reaction of C<sub>60</sub> with Dimethyldioxirane—Formation of an Epoxide and a 1,3‐Dioxolane Derivative

Yiannis Elemes, Scott Silverman, Chimin Sheu, Michelle Kao, Christopher S. Foote, Marcos M. Alvarez, Robert L. Whetten

Angewandte Chemie International Edition in English · 1992 · 175 citations · 34 references

Concepts

Abstract

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.

References

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