A facile access to enantiomerically pure [60]fullerene bisadducts with the inherently chiral trans -3 addition pattern

Abstract

The Bingel reaction between C60 and an enantiopure bismalonate tether equipped with two acetonide moieties led to the synthesis and successful column chromatographic isolation of the enantiomerically pure f,sC and f,sA bisadducts with the inherently chiral trans-3 addition pattern. Acidic deprotection of the acetonide groups gave access to novel chiral fullerene compounds which combine the inherent chirality of the fullerene core with the functional glycol groups located on the tether. © 2011 American Chemical Society.