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A co-conformationally “topologically” chiral catenane

A co-conformationally “topologically” chiral catenane
A co-conformationally “topologically” chiral catenane
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” stereo-genic unit, which arises when a bilaterally symmetric Cnv ring is desymmetrised by the position of an oriented macrocycle.
0002-7863
11927–11932
Rubio, Arnau, Rodriguez
8e967297-87a7-4197-bdaf-fe9bd7955502
Savoini, Andrea
bd77b934-4427-414d-a80d-3b038c2c1ab6
Modicom, Florian
4dbe5553-a5b4-4431-ae8c-8c19a39c0d48
Butler, Patrick, Walter Villers
6e0f7f4a-4cb5-4868-9820-d120c7d905f8
Goldup, Stephen
0a93eedd-98bb-42c1-a963-e2815665e937
Rubio, Arnau, Rodriguez
8e967297-87a7-4197-bdaf-fe9bd7955502
Savoini, Andrea
bd77b934-4427-414d-a80d-3b038c2c1ab6
Modicom, Florian
4dbe5553-a5b4-4431-ae8c-8c19a39c0d48
Butler, Patrick, Walter Villers
6e0f7f4a-4cb5-4868-9820-d120c7d905f8
Goldup, Stephen
0a93eedd-98bb-42c1-a963-e2815665e937

Rubio, Arnau, Rodriguez, Savoini, Andrea, Modicom, Florian, Butler, Patrick, Walter Villers and Goldup, Stephen (2022) A co-conformationally “topologically” chiral catenane. Journal of the American Chemical Society, 144 (27), 11927–11932. (doi:10.1021/jacs.2c02029).

Record type: Article

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” stereo-genic unit, which arises when a bilaterally symmetric Cnv ring is desymmetrised by the position of an oriented macrocycle.

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Accepted/In Press date: 20 June 2022
e-pub ahead of print date: 28 June 2022
Published date: 28 June 2022
Additional Information: Funding Information: S.M.G. thanks the ERC (Agreement No. 724987) for funding and the Royal Society for a Wolfson Research Fellowship (RSWF\FT\180010). P.B. thanks the University of Southampton for a Presidential Scholarship. F.M. thanks the ESPRC for a Doctoral Prize Scholarship (EP/R513325/1). Publisher Copyright: © 2022 American Chemical Society. All rights reserved.

Identifiers

Local EPrints ID: 467989
URI: http://eprints.soton.ac.uk/id/eprint/467989
ISSN: 0002-7863
PURE UUID: 4f6c6290-7a42-4558-a3f6-121723e6572c
ORCID for Stephen Goldup: ORCID iD orcid.org/0000-0003-3781-0464

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Date deposited: 27 Jul 2022 16:55
Last modified: 05 Jun 2024 17:27

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Contributors

Author: Arnau, Rodriguez Rubio
Author: Andrea Savoini
Author: Florian Modicom
Author: Patrick, Walter Villers Butler
Author: Stephen Goldup ORCID iD

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