title: Preparation of a 12-membered open-cage fullerendione through silane/borane-promoted formation of ketal moieties and oxidation of a vicinal fullerendiol.
abstract: [60]Fullerene mixed peroxide C(60) (OH)(Cl)(OOtBu) reacts with PhMe(2)SiH/B(C(6)F(5))(3) to give oxahomofullerene. Mechanistic investigation indicates that the hydroxyl group in the central pentagon ring is essential to convert the tert-butylperoxo group into a ketal moiety. Migration of the silyl group and transformation of the siloxy group into a phenyl group are observed in the deprotection of the fullerene bound siloxy group. A 12-membered open-cage fullerendione was obtained through oxidation of a [6,6]-fullerendiol. This orifice could be closed to form ketal/hemiketal moieties by BF(3)-catalyzed reaction with methanol. All of the new fullerene derivatives were characterized by spectroscopic data, and structure of the open-cage fullerendione was also confirmed by single-crystal X-ray analysis.
authors: Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Science, Beijing 100080, China.
authors: Gang
authors: G
authors: Zhang
authors: Qianyan
authors: Q
authors: Zhang
authors: Zhenshan
authors: Z
authors: Jia
authors: Sisi
authors: S
authors: Liang
authors: Liangbing
authors: L
authors: Gan
authors: Yuliang
authors: Y
authors: Li