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Triazole formation and the click concept in the synthesis of interlocked molecules

Triazole formation and the click concept in the synthesis of interlocked molecules
Triazole formation and the click concept in the synthesis of interlocked molecules
The click concept, as originally discussed by Sharpless, Finn, and Kolb, is both powerful and simple. Kolb et al. suggested that in= the search for functional molecules, chemists should focus on a small set of reactions that proceed in high yield under mild conditions and in high selectivity. Their proposal was that a relatively small number of such methodologies is sufficient to explore chemical space to solve problems in a range of disciplines, an idea pithily contained in their suggestion that chemists can obtain ‘‘diverse chemical function from a few good reactions.’’ In this perspective, we discuss how these ideas are particularly relevant in the context of the synthesis and study of mechanically interlocked molecules (MIMs), which helps to explain why the best-known click reaction, the Cu-mediated alkyne-azide cycloaddition, was adopted so rapidly by the MIM community, and highlight that more explicit application of click concepts could help drive future progress.
SDG9: Industry, innovation, and infrastructure, catenanes, molecular machines, rotaxanes, triazole
2451-9308
2110–2127
Saady, Abed
fcdef21d-2f85-4740-bf09-0cfa775278cf
Goldup, Stephen
0a93eedd-98bb-42c1-a963-e2815665e937
Saady, Abed
fcdef21d-2f85-4740-bf09-0cfa775278cf
Goldup, Stephen
0a93eedd-98bb-42c1-a963-e2815665e937

Saady, Abed and Goldup, Stephen (2023) Triazole formation and the click concept in the synthesis of interlocked molecules. Chem, 9 (8), 2110–2127. (doi:10.1016/j.chempr.2023.07.001).

Record type: Review

Abstract

The click concept, as originally discussed by Sharpless, Finn, and Kolb, is both powerful and simple. Kolb et al. suggested that in= the search for functional molecules, chemists should focus on a small set of reactions that proceed in high yield under mild conditions and in high selectivity. Their proposal was that a relatively small number of such methodologies is sufficient to explore chemical space to solve problems in a range of disciplines, an idea pithily contained in their suggestion that chemists can obtain ‘‘diverse chemical function from a few good reactions.’’ In this perspective, we discuss how these ideas are particularly relevant in the context of the synthesis and study of mechanically interlocked molecules (MIMs), which helps to explain why the best-known click reaction, the Cu-mediated alkyne-azide cycloaddition, was adopted so rapidly by the MIM community, and highlight that more explicit application of click concepts could help drive future progress.

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Accepted/In Press date: 10 August 2023
e-pub ahead of print date: 10 August 2023
Published date: 10 August 2023
Additional Information: Funding Information: A.S. thanks the Council for Higher Education-Israel for a personal fellowship. Publisher Copyright: © 2023 The Author(s)
Keywords: SDG9: Industry, innovation, and infrastructure, catenanes, molecular machines, rotaxanes, triazole

Identifiers

Local EPrints ID: 481442
URI: http://eprints.soton.ac.uk/id/eprint/481442
ISSN: 2451-9308
PURE UUID: c00d09c8-d9ed-4e3a-8175-d907d6da512d
ORCID for Stephen Goldup: ORCID iD orcid.org/0000-0003-3781-0464

Catalogue record

Date deposited: 29 Aug 2023 16:46
Last modified: 05 Jun 2024 20:02

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Contributors

Author: Abed Saady
Author: Stephen Goldup ORCID iD

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