Intramolecular charge-transfer interaction in a new dyad based on C(60) and bis(4'-tert-butylbiphenyl-4-yl)aniline (BBA) donor

A novel dyad 2 based on C(60) and bis(4'-tert-butylbiphenyl-4-yl)aniline (BBA) donor has been synthesized and characterized. Cyclic voltammetry (CV) and UV-vis spectra of 2, 61-phenyl-1, 2-methanofullerene[60] 4, 1,2-methanofullerene[60] 5, and BBA were measured and analyzed. CV measurements showed that a reversible oxidation wave of 2 was positively shifted by 40 mV compared to that of BBA. More remarkably, comparing UV-vis spectra of 2 and 5 shows the big hyperchromic effect of 2 on a broad band at 500 nm despite lacking of more than 400 nm of absorbance for BBA. These results indicate obvious evidence of intramolecular charge-transfer interactions between C(60)-moiety and BBA.