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 pi-pi 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.
Scarel F., Valenti G., Gaikwad S., Marcaccio M., Paolucci F., Mateo-Alonso A. (2012). A Molecular Shuttle Driven by Fullerene Radical-Anion Recognition. CHEMISTRY-A EUROPEAN JOURNAL, 18, 14063-14068 [10.1002/chem.201201264].
A Molecular Shuttle Driven by Fullerene Radical-Anion Recognition
VALENTI, GIOVANNI;MARCACCIO, MASSIMO;PAOLUCCI, FRANCESCO;
2012
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 pi-pi 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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
