Abstract

We describe a electrochemically driven molecular shuttle, in which shuttling takes place by means of fullerene radical-anion recognition that results in a very low operation potential (E(1/2) =-0.580 V vs. decamethylferrocene). This has been achieved by introducing positive charges on the macrocycle, which strengthen the existing π-π interactions between the macrocycle and the electrogenerated fullerene radical anion by means of an electrostatic component. In addition, the synthesis of such a molecular shuttle has been accomplished by developing a new synthetic approach that exploits the controlled translocation of the macrocycle as a selective protecting group.

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