Reaction of C60 with Dimethyldioxirane—Formation of an Epoxide and a 1,3‐Dioxolane Derivative

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

Research output: Contribution to journalArticle

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. (Figure Presented.)

Original languageEnglish (US)
Pages (from-to)351-353
Number of pages3
JournalAngewandte Chemie International Edition in English
Volume31
Issue number3
DOIs
StatePublished - Mar 1992
Externally publishedYes

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Fullerenes
Epoxy Compounds
Acetone
Derivatives
Temperature
dimethyldioxirane

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Reaction of C60 with Dimethyldioxirane—Formation of an Epoxide and a 1,3‐Dioxolane Derivative. / Elemes, Yiannis; Silverman, Scott K; Sheu, Chimin; Kao, Michelle; Foote, Christopher S.; Alvarez, Marcos M.; Whetten, Robert L.

In: Angewandte Chemie International Edition in English, Vol. 31, No. 3, 03.1992, p. 351-353.

Research output: Contribution to journalArticle

Elemes, Yiannis ; Silverman, Scott K ; Sheu, Chimin ; Kao, Michelle ; Foote, Christopher S. ; Alvarez, Marcos M. ; Whetten, Robert L. / Reaction of C60 with Dimethyldioxirane—Formation of an Epoxide and a 1,3‐Dioxolane Derivative. In: Angewandte Chemie International Edition in English. 1992 ; Vol. 31, No. 3. pp. 351-353.
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