Research On The Properties Of Multiazafulleroid[60] Derivatives

The electrochemical properties of C₆₀ and their derivatives have been widely reported. This is due to practical applications being based on the electron-accepting properties of fullerenes and their derivatives, which may be employed as conducting, superconducting, photoelectric and molecular electronic devices, artificial photosynthetic systems etc..The exploratory study on multiazafulleroid[60] derivatives which have been synthesized in our laboratory are conducted using the electrochemistry and the fluorescence methods, concretely including:The electrochemical properties of multiazafulleroid[60] derivatives which have tethered transannular aza-bridged on the same five-membered ring have been investigated by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). The electrochemical behaviors of the derivatives are dependent on the electronic factor of electron donor units covalently attached to the C₆₀ cage: the stronger electron donor to the C₆₀ cage the attaching group is, the more negative are the reduction potential values and the more difficult are the reduction; the stronger electron acceptor to the C₆₀ cage the attaching group is, the more positive are the reduction potential values and the easier are the reduction. The experimental results show that the first three reduction potentials of trisazafulleroid[60] derivatives with structure B in which the three neighboring single bonds on the same five-membered ring on C₆₀ cage are replaced by three N-bridged bonds (sddy3, jjsddy2 and yjsddy3) are more negative than that of trisazafulleroid[60] derivatives with structure A in which all the three are not at neighboring position on the same five-membered ring (sddy2,jjsddy1 and yjsddy2). sddy2 and sddy3, jjsddy1 andjjsddy2, yjsddy2 and yjsddy3 are isomers respectively, but each couple has different electrochemistry behaviors. These results suggest that the bond structure on C₆₀ cage is also an important factor to influence their electrochemical properties. Furthermore, the experimental results are well explained with the optimization results of sddy2 and sddy3 by using the B3LYP method with a 6-31g* basis set.Besides these reasons, the solvent, supporting electrolyte and temperature also influence the electrochemical behaviors of fullerene[60]. The...