Visible-light triggered photochemical reaction for the synthesis of dumbbell-like bis aminomethyl-1, 2 dihydrofullerene dimers via addition of α-amino radicals

Abstract

Single electron transfer-mediated photochemical reaction of C60 fullerene with simple bis-α-silyl tertiary alkyl/benzyl amines has been developed for the straightforward and valuable construction of dumbbell-like single-bonded bis aminomethyl-1, 2-dihydrofullerenes under milder condition. In these studies of photoinduced SET reactions, α-amino radicals serve as the reactive key intermediate, which was selectively obtained by using the bis-α-silyl tertiary alkyl amines as starting materials. The present strategy was compatible with various 2, 2′-oxybis (ethane-2, 1-diyl) bis (2-(alkyl/benzyl-substituted ((trimethylsilyl) methyl) amino) acetate) for the synthesis of bis aminomethyl-1, 2-dihydrofullerenes under a photocatalyst-free condition.