title: Synthesis of endohedral metallofullerene glycoconjugates by carbene addition.
abstract: Endohedral metallofullerene glycoconjugates were synthesized under mild conditions by carbene addition using appropriate glycosylidene-derived diazirine with La(2)@I(h)-C(80). NMR spectroscopic studies revealed that the glycoconjugate consists of two diastereomers of [6,6]-open mono-adducts. The electronic properties were characterized using Vis/NIR absorption spectroscopy and electrochemical measurements. This study demonstrates that glycosylidene carbene is useful to incorporate carbohydrate moieties onto endohedral metallofullerene surfaces.
authors.affiliation: Department of Chemistry, Tokyo Gakugei University, Koganei, Tokyo 184-8501, Japan.
authors.forename: Michio
authors.initials: M
authors.lastname: Yamada
authors.forename: Chika I
authors.initials: CI
authors.lastname: Someya
authors.forename: Tsukasa
authors.initials: T
authors.lastname: Nakahodo
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
mesh_terms: D003978:Diazomethane / Q000737:chemistry; D037741:Fullerenes / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D037741:Fullerenes; D006001:Glycoconjugates; D009942:Organometallic Compounds; C030011:carbene; D003978:Diazomethane; D008697:Methane
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