SYNTHESIS OF OCTADECAHYDROXYLATED C-70

Synthesis of novel hydrophilic [70]fullerenols was described. The reac tion involved an oleum-induced oxidative sulfation of the C-70 molecul es with a product yield of 86%. The rate of fullerene sulfation was ac celerated either moderately or greatly by the addition of P2O5 or SeO2 , respectively. Hydrolysis of the resulting polycyclosulfated C-70 in H2O at 80 degrees C afforded [70]fullerenols in a yield of more than 7 2%. The negative ion MALDI-TOF mass spectrum of [70]fullerenols showed a well-defined pattern of ion fragmentations with a nearly constant, consecutive weight increase in 17 mass units from the mass of C70 Dete ction of a molecular ion at m/z 1146 was indicative for the compositio n of [70]fullerenols as octadecahydroxyfullerenes, containing 18 hydro xy addends per C-70 cage. That correlates the structure of their polyc yclosulfated Precursors to nonacyclosulfated [70]fullerenes, C-70(SO4) (9).