The [2+1] cycloaddition of singlet oxycarbonylnitrenes to C-60
Semiempirical and density functional calculations have been carried out to discuss the origin of the closed [5,6]-aza-bridged adduct obtained as a minor product in the reaction of singlet nitrenes with C-60. The results indicated that the most likely source is the direct addition of singlet nitrenes to a [5,6]-bond of C-60, in contradiction to the common belief that the [5,6]-bonds are not attacked in cycloaddition reactions to C-60.
c-60 nitrene additions buckminsterfullerene ncooch3 am1 b3lyp/6-31g**//am1