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A Co-conformationally “Topologically” Chiral Catenane

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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… Click to show full abstract

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.

Keywords: chiral catenane; conformationally topologically; topologically chiral

Journal Title: Journal of the American Chemical Society
Year Published: 2022

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