Regioselective preparation of a bis-pyrazolinofullerene by a macrocyclization reaction

Abstract

A single isomer of a pyrazolinofullerene bis-adduct was prepared by tether-directed remote functionalization. Specifically, a macrocyclization reaction between C₆₀ and a bis-hydrazone reagent has been carried out to generate a regioisomerically pure fullerene bis-adduct which presents a lower LUMO than pristine C₆₀.