Abstract
The design of a novel concept for the synthesis of [3:2] pentakis‐adducts of fullerene C60 is presented. A sequential tether‐directed, remote functionalization approach is introduced for the construction of the pentakis‐adducts. This fullerene derivative embellished with two different addends in two different directions can be considered as a valuable tecton for further functionalization. The stepwise cyclopropanation of C60 with a macrocyclic tris‐malonate and a bis(β‐keto ester) yielded the corresponding pentakis‐adduct with an incomplete octahedral addition pattern. This reaction sequence gave access to two pairs of enantiomers that were easily separated by column chromatography on an achiral stationary phase and subsequently characterized.
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