Electrochemical benzylation of [60]­fullerene-fused lactones with different motifs unexpectedly affords three types of ring-opened benzylated adducts under different conditions. Both [60]­fullerene-fused δ- and γ-lactones can be benzylated to generate ring-opened mono- and bis-benzylated adducts in good yields. In addition, representative fullerene products have been applied as efficient electron-transport materials in perovskite solar cells.

A novel and efficient Cu­(I)-catalyzed radical heteroannulation reaction of [60]­fullerene (C60) with α-bromo acetamides has been disclosed for the direct synthesis of diverse C60-fused lactams. Furthermore, the formed C60-fused lactams can be served as a versatile platform for further electrochemical functionalization to prepare 1,2-, 1,4-, 1,2,3,16-, and 1,4,9,25-adducts of C60. In addition, a representative fullerene product has been applied as an overcoating layer of the electron-transporting layer in n-type perovskite solar cell.

The palladium-catalyzed heteroannulation reaction of [60]fullerene with oximes has been exploited to accomplish the synthesis of the unprecedented seven-membered [60]fullerene-fused dihydrobenzooxazepines. In addition, the formed [60]fullerene-fused dihydrobenzooxazepines can be further...