From fullerene-mixed peroxide to open-cage oxafulleroid C 59(O)3(OH)2(OOtBu)2 embedded with furan and lactone motifs

Fudong Wang, Zuo Xiao, Liangbing Gan, Zhenshan Jia, Zhongping Jiang, Shiwei Zhang, Bo Zheng, Yuan Gu

Research output: Contribution to journalArticle

22 Scopus citations

Abstract

Removal of one carbon atom from the C60 cage is achieved under mild conditions. The process involves the formation of fullerene-mixed peroxide, subsequent Lewis acid induced cleavage of O-O and C-O bonds, and thermolysis at 75°C. In the proposed mechanism, the carbon atom is deleted as CO and an oxygen atom occupies the vacancy to form a furan ring. Single-crystal X-ray analysis confirmed the results.

Original languageEnglish (US)
Pages (from-to)1741-1743
Number of pages3
JournalOrganic Letters
Volume9
Issue number9
DOIs
Publication statusPublished - Apr 26 2007

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this