Ultrasound‐assisted Cycloadditions of [70]Fullerene with Various 2‐Azidoethyl per‐<i>O</i>‐acetyl Glycosides

Abstract

Under ultrasonication, cycloaddition of [70]fullerene with various 2‐azidoethyl per‐O‐acetyl glycopyranoside of D‐mannose, D‐galactose, D‐glucose, D‐xylose and D‐maltose yielded glycosyl [70]fullerene derivatives 2a–2e. Based upon 1H‐ and 13C‐NMR, FT‐IR, UV‐vis, and FAB‐MS analyses, 2a–2c and 2e were a mixture of the major closed [5,6]‐bridged isomer product and two isomers as the minor, monoaddition products. However, in the case of D‐xylose, 2d was an unusual mixture of four mono‐adducts in the ratio of ca. 9:11:10:4.