title: Synthesis of ortho acid ester-type 1,3-dioxolanofullerenes: radical reaction of [60]fullerene with halocarboxylic acids promoted by lead(IV) acetate.
abstract: A lead(IV) acetate-promoted radical reaction of [60]fullerene with halocarboxylic acids has been exploited to synthesize rare ortho acid ester-type 1,3-dioxolanofullerenes, the hydroxyl group of which can be further transformed to an ester or ether group. Intriguingly, an ortho acid ester-type 1,3-dioxolanofullerene can also be converted to a 1,4-dioxanonofullerene in the presence of a base or manipulated to another ortho acid ester-type 1,3-dioxolanofullerene by reaction with a stronger halocarboxylic acid. Moreover, two possible reaction pathways leading to the observed products are also proposed.
authors.affiliation: CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, P. R. China.
authors.forename: Xun
authors.initials: X
authors.lastname: You
authors.forename: Fa-Bao
authors.initials: FB
authors.lastname: Li
authors.forename: Guan-Wu
authors.initials: GW
authors.lastname: Wang
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D004952:Esters; D037741:Fullerenes / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007854:Lead / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy
chemical_list: C000599372:1,4-dioxanonofullerene; D002264:Carboxylic Acids; D004952:Esters; D037741:Fullerenes; D006846:Hydrocarbons, Halogenated; D007854:Lead