One-Pot Isomer-Pure Synthesis of 1,4-Diorgano[60]fullerene Complexes via Tetrafluoropyridine Regulated Site-Selective Coordination of Platinum/Palladium on the 1,4-Unsymmetric C60 Core

1-Organo-4-(4'-tetrafluoropyridyl)[60]fullerenes have been developed as an efficient organic fullerene ligand for site-selective η2-coordination with platinum and palladium. Experimental results and theoretical calculations indicate that the tetrafluoropyridine groups in the 1,4-asymmetrically modified structure of C60 play a crucial role in regulating site selectivity. Furthermore, a one-pot, highly site-selective trifunctionalization of C60 with indole, pentafluoropyridine, and M(PPh3)4 (M = Pt, Pd) has been successfully achieved.