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 Citations (Scopus)

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
StatePublished - Apr 26 2007

Fingerprint

Fullerenes
furans
Peroxides
peroxides
Lactones
fullerenes
Carbon
Lewis Acids
Atoms
carbon
Carbon Monoxide
atoms
cleavage
oxygen atoms
Thermolysis
X ray analysis
X-Rays
Oxygen
acids
Vacancies

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

From fullerene-mixed peroxide to open-cage oxafulleroid C 59(O)3(OH)2(OOtBu)2 embedded with furan and lactone motifs. / Wang, Fudong; Xiao, Zuo; Gan, Liangbing; Jia, Zhenshan; Jiang, Zhongping; Zhang, Shiwei; Zheng, Bo; Gu, Yuan.

In: Organic Letters, Vol. 9, No. 9, 26.04.2007, p. 1741-1743.

Research output: Contribution to journalArticle

Wang, Fudong ; Xiao, Zuo ; Gan, Liangbing ; Jia, Zhenshan ; Jiang, Zhongping ; Zhang, Shiwei ; Zheng, Bo ; Gu, Yuan. / From fullerene-mixed peroxide to open-cage oxafulleroid C 59(O)3(OH)2(OOtBu)2 embedded with furan and lactone motifs. In: Organic Letters. 2007 ; Vol. 9, No. 9. pp. 1741-1743.
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AU - Zhang, Shiwei

AU - Zheng, Bo

AU - Gu, Yuan

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