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A Co-conformationally Topologically Chiral Catenane

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.2c02029

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This study presents a synthetic method for producing highly enantioenriched catenanes and explores a neglected topologically chiral stereogenic unit arising from the desymmetrization of a bilaterally symmetric ring.
Catenanes composed of two achiral rings that are oriented (Cnh symmetry) because of the sequence of atoms they contain are referred to as topologically chiral. Here, we present the synthesis of a highly enantioenriched catenane containing a related but overlooked co-conformationally 'topologically' chiral stereogenic unit, which arises when a bilaterally symmetric Cnv ring is desymmetrized by the position of an oriented macrocycle.

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