title: From fullerene-mixed peroxide to open-cage oxafulleroid C(59)(O)(3)(OH)(2)(OO(t)()Bu)(2) embedded with furan and lactone motifs.
abstract: [reaction: see text] 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 degrees 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.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
authors.forename: Fudong
authors.initials: F
authors.lastname: Wang
authors.forename: Zuo
authors.initials: Z
authors.lastname: Xiao
authors.forename: Liangbing
authors.initials: L
authors.lastname: Gan
authors.forename: Zhenshan
authors.initials: Z
authors.lastname: Jia
authors.forename: Zhongping
authors.initials: Z
authors.lastname: Jiang
authors.forename: Shiwei
authors.initials: S
authors.lastname: Zhang
authors.forename: Bo
authors.initials: B
authors.lastname: Zheng
authors.forename: Yuan
authors.initials: Y
authors.lastname: Gu
mesh_terms: D018360:Crystallography, X-Ray; D037741:Fullerenes / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D010545:Peroxides / Q000737:chemistry*
chemical_list: D037741:Fullerenes; D005663:Furans; D007783:Lactones; D010545:Peroxides; C520148:oxafulleroid; C039281:furan