How to Submit
Browse
Events
Communities
About

A Co-conformationally “Topologically” Chiral Catenane

22 February 2022, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.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

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

Supplementary weblinks

Title
Description
Actions
Title
Goldup group home page
Description
Web page for the Goldup group
Actions
View

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting and Discussion Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Now Published

A Co-conformationally “Topologically” Chiral Catenane [opens in a new tab]
Arnau Rodríguez-Rubio, Andrea Savoini, Florian Modicom, Patrick Butler, Stephen M. Goldup journal article
Journal of the American Chemical Society , Volume 144, Issue 27
Online publication date: Jun 28, 2022

Version History

Feb 22, 2022 Version 1

Metrics

1,450
551
0
Views
Downloads
Citations

License

CC logo
CC
BY logo
BY
The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-gn5fm
D O I: 10.26434/chemrxiv-2022-gn5fm [opens in a new tab]

Funding

European Research Council
724987

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

Share