论文部分内容阅读
Through one pot reaction of C60 with organocopper/magne-sium reagent ( p - MeQ H4 )2 CuMgBr or ( m - MeC6 H )2 -CuMgBr prepared from CuBr-Me2S and p-MeC6H4MgBr or m-MeC6H4MgBr and subsequent quenching with aqueous NH4Cl, two pentaarylated [60] fullerene derivatives (p-MeC6H4)5C60H (1) and (m-MeC6H4)5C60H (2) have been synthesized in 94% and 96% yields, respectively. While known compound 1 prepared via this improved method is unambiguously identified, new compound 2 is fully characterized by elemental analysis, IR, UV-vis, 1H NMR and 13C NMR spectroscopies. Additionally, electrochemical study shows that the two [60] fullerene derivatives 1 and 2 in dichloromethane solution display two sequential one-electron reductions which are shifted by about 0.4V towards more negative potential values with respect to free C60. Such remarkable cathodic shift is attributed to the multiple breakage of the double-bond conjugation within the fullerene core.
Through one pot reaction of C60 with organocopper / magne-sium reagent (p - MeQ H4) 2 CuMgBr or (m - MeC6H) 2 -CuMgBr prepared from CuBr-Me2S and p-MeC6H4MgBr or m- MeC6H4MgBr and subsequent quenching with aqueous NH4Cl (2) have been synthesized in 94% and 96% yields, respectively. While known compound 1 prepared via this improved method is The unambiguously identified, new compound 2 is fully characterized by elemental analysis, IR, UV-vis, 1H NMR and 13C NMR spectroscopies. electron reductions which are shifted by about 0.4V towards more negative potential values with respect to free C60. Such remarkable cathodic shift is attributed to the multiple breakage of the double-bond conjugation within the fullerene core.