Chemistry Letters, Vol.43, No.10, 1648-1650, 2014
Unexpected [3+2] Cycloaddition of Diphenyldienamine with C-60 via Single Electron Transfer and Hydrogen Shift of the Radical Cation Intermediate
Novel single electron transfer (SET) reaction of dienamine with C-60 is presented. The generated dienamine radical cation underwent a 1,6-hydrogen shift followed by a radical-ion coupling with a C-60 radical anion to give pyrrolidinofullerene. The radical process was proven by spin-trapping experiments as well as DFT calculations.