原创力文档synthesis of endohedral metallofullerene glycoconjugates by carbene addition由碳烯的合成endohedral metallofullerene glycoconjugates加法.pdfVIP
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synthesis of endohedral metallofullerene glycoconjugates by carbene addition由碳烯的合成endohedral metallofullerene glycoconjugates加法
Molecules 2011, 16, 9495-9504; doi:10.3390/molecules
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis of Endohedral Metallofullerene Glycoconjugates by
Carbene Addition
1 2 2 1 2
Michio Yamada , Chika I. Someya , Tsukasa Nakahodo , Yutaka Maeda , Takahiro Tsuchiya
and Takeshi Akasaka 2,*
1 Department of Chemistry, Tokyo Gakugei University, Koganei, Tokyo 184-8501, Japan
2 Life Science Center of Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba,
Ibaraki 305-8577, Japan
* Author to whom correspondence should be addressed; E-Mail: akasaka@tara.tsukuba.ac.jp;
Tel.: +81-29-853-6409; Fax: +81-29-853-6409.
Received: 18 October 2011; in revised form: 3 November 2011 / Accepted: 10 November 2011 /
Published: 14 November 2011
Abstract: Endohedral metallofullerene glycoconjugates were synthesized under mild
conditions by carbene addition using appropriate glycosylidene-derived diazirine with
La @I -C . NMR spectroscopic studies revealed that the glycoconjugate consists of two
2 h 80
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.
Ke
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