Synthesis of the singly bonded fullerene dimer C120H2 and the difullerenylacetylene C122H2, and generation of the all-carbon dianion C1222–
Abstract
1,1′,2,2′-Tetrahydrobi[60]fulleren-1-yl C120H2 (9) and bis(1,2-dihydro[60]fulleren-1-yl)acetylene C122H2 (11) were prepared, and their structures were determined based on 1H and 13C NMR, MS, and UV–VIS spectroscopies. While the deprotonation of C120H2 with t-BuOK caused dissociation and resulted in the formation of the radical anion C60˙–, the generation of dianion C1222– (122–) from C122H2 (11) was confirmed by visible–near-IR and 13C NMR spectroscopies. The electrochemical studies indicated that dianion C1222– (122–) was formed also during the reduction process of C122H2 (11). The oxidation process of the dianion 122– was found to be irreversible suggesting that the radical species produced undergoes rapid coupling.