title: Preparation of fullerendione through oxidation of vicinal fullerendiol and intramolecular coupling of the dione to form hemiketal/ketal moieties.
abstract: [reaction: see text] Vicinal fullerendiol is oxidized to fullerendione in good yield by (diacetoxy)iodobenzene. The resulting cage-opened fullerendione reacts with oxygen nucleophiles in the presence of BF(3).Et(2)O to form fullerene hemiketal/ketal derivatives through coupling of the two carbonyl groups. Fullerene-mixed peroxide derivatives are involved in all these reactions. The compounds are characterized by spectroscopic data and single-crystal X-ray analysis.
authors.affiliation: Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, China.
authors.forename: Shaohua
authors.initials: S
authors.lastname: Huang
authors.forename: Fudong
authors.initials: F
authors.lastname: Wang
authors.forename: Liangbing
authors.initials: L
authors.lastname: Gan
authors.forename: Gu
authors.initials: G
authors.lastname: Yuan
authors.forename: Jiang
authors.initials: J
authors.lastname: Zhou
authors.forename: Shiwei
authors.initials: S
authors.lastname: Zhang