title: Synthesis and structure of an open-cage thiafullerene C69S: reactivity differences of an open-cage C70 tetraketone relative to its C60 analogue.
abstract: An open-cage C70 fullerene with a 13-membered ring-opening and a bis(hemiacetal) moiety was synthesized by the reaction of the corresponding open-cage C70 diketone with nucleophilic oxidizing agents. The size of the cage opening could be expanded by a subsequent dehydration reaction. Reaction of the thus obtained open-cage C70 tetraketone with elemental sulfur in the presence of tetrakis(dimethylamino)ethylene resulted in the formation of the first example of an open-cage C69S thiafullerene with a 12-membered ring-opening. The formation of this sulfur-containing heterofullerene reflects a significantly different chemical reactivity for the open-cage C70 tetraketone relative to its C60 analogue. The structures of all novel compounds were unambiguously determined by single crystal X-ray diffraction analyses, in addition to which the electrochemical properties of the thiafullerene C69S were examined and compared with those of the corresponding C70 analogue.
authors.affiliation: Institute for Chemical Research, Kyoto University , Uji, Kyoto 611-0011, Japan.
authors.forename: Rui
authors.initials: R
authors.lastname: Zhang
authors.forename: Tsukasa
authors.initials: T
authors.lastname: Futagoishi
authors.forename: Michihisa
authors.initials: M
authors.lastname: Murata
authors.forename: Atsushi
authors.initials: A
authors.lastname: Wakamiya
authors.forename: Yasujiro
authors.initials: Y
authors.lastname: Murata