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 La2@Ih-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.

Keywords

• chemical functionalization
• La2@Ih-C80
• carbohydrate
• diazirine
• glycoconjugate