The ionic introduction of an N1 unit to C60 and a unique rearrangement of aziridinofullerene

Abstract

A new chloramine-based aziridination of C₆₀ and unique rearrangement of aziridinofullerene to azafulleroid is described. The ionic introduction of an N₁ unit to C₆₀via an addition–cyclization mechanism was first achieved under mild conditions; the combination of chloramine and MS4A resulted in the promising rearrangement of aziridinofullerene to azafulleroid, and the isomerization could be performed catalytically.