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タイトル: Preparation and identification of bis(formylmethano)[60]fullerene isomers: The first systematic study on bifunctionalized [60]fullerenes with dissymmetric addends
著者: Saigo, Kazuhiko
Ito, Hiroshi
Ishida, Yasuhiro
キーワード: Bifunctionalization
α-Formylsulfonium ylide
発行日: 2005年12月12日
出版者: Elsevier
掲載誌情報: Tetrahedron Letters. 46(50), 2005.12, pp. 8757-8760
関連URI: http://www.elsevier.com/locate/issn/00404039
抄録: Fourteen isomers of bis(formylmethano)C60 were isolated and characterized. A mixture of the bisadducts was obtained by the reaction of C60 with an -formylsulfonium ylide, and then separated into fifteen fractions by preparative HPLC, preparative TLC, and recycling preparative HPLC. Fourteen of fifteen fractions were found to consist of a single isomer, respectively, which were assigned to the trans-2 (3 diastereo-isomers), trans-3 (3 diastereo-isomers), trans-4 (3 diastereo-isomers), equarorial (2 diastereo-isomers), and cis-2 (3 diastereo-isomers) bisadducts by the comparison of their UV/vis spectra with those of the bisadducts obtained by the Bingel-Hirsch reaction. The 1H- and 13C-NMR analysis, the transformation of the formyl groups, and the dipole moment calculation clarified the stereochemistry of the subsitutents on the two cyclopropane bridge-head carbons (in/in, in/out, and out/out).
URI: http://hdl.handle.net/2261/6007
ISSN: 00404039
出現カテゴリ:014 自然科学
1134010 学術雑誌論文


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