Ultrasound-assisted Cycloadditions of [70]Fullerene with Various 2-Azidoethyl per-O-acetyl Glycosides

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 H-1-and C-13-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.