A Co-conformationally “Topologically” Chiral Catenane

22 February 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

As recognized in the early 1960s, catenanes composed of two achiral rings that are oriented (Cnh symmetry) as a result of the sequence of atoms they contain are topologically chiral. Here we present the first 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 desymmetrised by the position of an oriented macrocycle.

Keywords

catenane
chiral
stereochemistry
stereosective

Supplementary materials

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Description
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Electronic supporting information
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Supporting information including characterisation data for all novel compounds and extended discussion
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cif for rac-(S,Smt)-3b
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crystallographic data for rac-(S,Smt)-3b
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cif for rac-6
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crystallographic data for rac-6
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cif for rac-9
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crystallographic data for rac-9
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Supplementary weblinks

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