The journey of l-tartaric acid in the world of enantiomerically pure bis- and trisadducts of C60 with the inherently chiral trans-3 and all-trans-3 addition patterns

Organic & Biomolecular Chemistry Pub Date: 2014-09-08 DOI: 10.1039/C4OB01666A

Abstract

Inherently chiral multi-adducts of [60]fullerene represent unique chiral molecular tectons featuring fascinating optoelectronic properties. Herein we discuss the most recent progress in the synthesis of enantiomerically pure bis- and trisadducts of C60 with the inherently chiral trans-3 and all-trans-3 addition patterns utilizing cyclo-[n]-malonate tethers derived from (?)-dimethyl-2,3-O-isopropylidene-L-tartrate. Some future perspectives regarding the investigation of these chiral building blocks in modern areas of research are discussed.

Graphical abstract: The journey of l-tartaric acid in the world of enantiomerically pure bis- and trisadducts of C60 with the inherently chiral trans-3 and all-trans-3 addition patterns
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