Journal article
Masked alkynes for synthesis of threaded carbon chains
- Abstract:
- Polyynes are chains of sp1 carbon atoms with alternating single and triple bonds. As they become longer, they evolve towards carbyne, the 1D allotrope of carbon, and they become increasingly unstable. It has been anticipated that long polyynes could be stabilized by supramolecular encapsulation, by threading them through macrocycles to form polyrotaxanes—but, until now, polyyne polyrotaxanes with many threaded macrocycles have been synthetically inaccessible. Here we show that masked alkynes, in which the C≡C triple bond is temporarily coordinated to cobalt, can be used to synthesize polyrotaxanes, up to the C68 [5]rotaxane with 34 contiguous triple bonds and four threaded macrocycles. This is the length regime at which the electronic properties of polyynes converge to those of carbyne. Cyclocarbons constitute a related family of molecular carbon allotropes, and cobalt-masked alkynes also provide a route to [3]catenanes and [5]catenanes built around cobalt complexes of cyclo[40]carbon and cyclo[80]carbon, respectively.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
Actions
Access Document
- Files:
-
-
(Preview, Version of record, pdf, 2.3MB, Terms of use)
-
(Preview, Supplementary materials, pdf, 24.8MB, Terms of use)
-
- Publisher copy:
- 10.1038/s41557-023-01374-z
Authors
+ European Research Council
More from this funder
- Funder identifier:
- https://ror.org/0472cxd90
- Grant:
- 885606
- Publisher:
- Springer Nature
- Journal:
- Nature Chemistry More from this journal
- Volume:
- 16
- Issue:
- 2
- Pages:
- 193–200
- Place of publication:
- England
- Publication date:
- 2023-11-16
- Acceptance date:
- 2023-10-17
- DOI:
- EISSN:
-
1755-4349
- ISSN:
-
1755-4330
- Pmid:
-
37973943
- Language:
-
English
- Pubs id:
-
1567450
- Local pid:
-
pubs:1567450
- Deposit date:
-
2023-11-19
Terms of use
- Copyright holder:
- Patrick et al.
- Copyright date:
- 2023
- Rights statement:
- © The Author(s) 2023. Open Access. This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder.
- Licence:
- CC Attribution (CC BY)
If you are the owner of this record, you can report an update to it here: Report update to this record