title: Photochemical addition of C60 with siliranes: synthesis and characterization of carbosilylated and hydrosilylated C60 derivatives.
abstract: Photochemical reactions of C(60) with siliranes (1a-d) afford adducts of four types (2a-5b) as carbosilylated and hydrosilylated C(60) derivatives. Characterization of these adducts was conducted using MS, UV, NMR spectroscopy, and single-crystal X-ray analyses. In particular, the first example of the crystal structure of a closed 1,2-adduct at the 5,6-ring junction of the C(60) cage is provided by single-crystal X-ray analysis of 3b. Electrochemical analyses also revealed unique redox properties of the products 2b-5b, which depend on the regiochemistry of the functionality, in addition to the substituents on the C(60) cage. Theoretical calculations offer bases for the experimentally observed redox properties and relative stabilities of the silylated products.
authors.affiliation: Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba 305-8577, Japan.
authors.forename: Junko
authors.initials: J
authors.lastname: Nagatsuka
authors.forename: Sachie
authors.initials: S
authors.lastname: Sugitani
authors.forename: Masahiro
authors.initials: M
authors.lastname: Kako
authors.forename: Tsukasa
authors.initials: T
authors.lastname: Nakahodo
authors.forename: Naomi
authors.initials: N
authors.lastname: Mizorogi
authors.forename: Midori O
authors.initials: MO
authors.lastname: Ishitsuka
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Maeda
authors.forename: Takahiro
authors.initials: T
authors.lastname: Tsuchiya
authors.forename: Takeshi
authors.initials: T
authors.lastname: Akasaka
authors.forename: Xingfa
authors.initials: X
authors.lastname: Gao
authors.forename: Shigeru
authors.initials: S
authors.lastname: Nagase
mesh_terms: D037741:Fullerenes / Q000737:chemistry*; D015394:Molecular Structure; D010777:Photochemistry; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D037741:Fullerenes; D012821:Silanes; C069837:fullerene C60