ChemInform Abstract: Selective Multiamination of C70 Leading to Curved π Systems with 60, 58, 56, and 50 π Electrons.

Abstract

Secondary aliphatic amines add to a pole pentagon of [70]fullerene in the presence of N-fluorobenzenesulfonimide to form cyclopentadienyl-type adducts, C70(NSO2Ph)(NR1R2)4 (1), which can be converted into analogous C70 derivatives such as C70(NHSO2Ph)(NHTol)5 (2). Further addition reactions of either 1 or 2 take place selectively at the opposite pole pentagon of the C70 cage, thus forming curved π systems with a reduced number of π electrons, and the products include a dodecakis-adduct with a Vogtle belt motif.