title: Synthesis of C60(O)3: an open-cage fullerene with a ketolactone moiety on the orifice.
abstract: Four isomers are currently known for the trioxygenated fullerene derivative C(60)(O)(3), three regioisomers with all of the oxygen addends as epoxy groups and the unstable ozonide isomer with a 1,2,3-trioxlane ring. Here we report the synthesis of an open-cage isomer for C(60)(O)(3) with a ketolactone moiety embedded into the fullerene skeleton through a three-step procedure mediated by fullerene peroxide chemistry. Two fullerene skeleton carbon-carbon bonds are cleaved in the process. The open-cage derivative C(60)(O)(3) can be converted back to C(60) through deoxygenation with PPh(3). Single crystal X-ray structure confirmed the open-cage structure.
authors: Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
authors: Nana
authors: N
authors: Xin
authors: Xiaobing
authors: X
authors: Yang
authors: Zishuo
authors: Z
authors: Zhou
authors: Jianxin
authors: J
authors: Zhang
authors: Showxin
authors: S
authors: Zhang
authors: Liangbing
authors: L
authors: Gan
mesh_terms: D018360:Crystallography, X-Ray; D037741:Fullerenes / Q000737:chemistry*; D007536:Isomerism; D007783:Lactones / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D037741:Fullerenes; D007783:Lactones