Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition

Molecules

Michio Yamada¹  Chika I. Someya¹  Tsukasa Nakahodo¹  Yutaka Maeda¹  Takahiro Tsuchiya¹ 

[1] ¹Department of Chemistry, Tokyo Gakugei University, Koganei, Tokyo 184-8501, Japan ²Life Science Center of Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

关键词: chemical functionalization;    La₂@I_h-C₈₀;    carbohydrate;    diazirine;    glycoconjugate;   

DOI  :  10.3390/molecules16119495

来源: mdpi

【 摘 要 】

Endohedral metallofullerene glycoconjugates were synthesized under mild conditions by carbene addition using appropriate glycosylidene-derived diazirine with La₂@I_h-C₈₀. 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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.