Rh-catalysed single-carbon insertion to 1,3-dienes
Herein, we report the first catalytic single-carbon insertion to 1,3-dienes with Rh(ii)-carbynoids. The skeletal editing process is based on the catalytic generation of a Rh-carbynoid that promotes the insertion of a cationic monovalent carbon unit (:<sup>+</sup>C-R) into the C(sp <sup><i>2</i></sup> )-C(sp <sup><i>2</i></sup> ) bond of the 1,3-diene, leading to a pentadienyl cation. Regioselective attack on the latter species leads to the formation of multi-substituted 1,3-dienes or 1,4-dienes with a broad range of carbon and heteroatomic nucleophiles.
Authors
- Pau Sarró (ORCID: https://orcid.org/0000-0002-0957-2481)
- Wei Jie Teo (ORCID: https://orcid.org/0000-0002-0501-6605)
- Marcos G. Suero (ORCID: https://orcid.org/0000-0001-9796-7768)
- Norman Díaz (ORCID: https://orcid.org/0000-0002-7869-1396)
- Josep Esteve Guasch (ORCID: https://orcid.org/0000-0002-7720-8518)
Institutions
- Institució Catalana de Recerca i Estudis Avançats (ES)
- Institut Català d'Investigació Química (ES)
- Universitat Rovira i Virgili (ES)
Publication Details
- Journal
- Chemical Science
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5sc03161c
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Ministerio de Ciencia, Innovación y Universidades
- Centres de Recerca de Catalunya
- European Commission
- Institució Catalana de Recerca i Estudis Avançats
- Institut Català d'Investigació Química
- Agencia Estatal de Investigación
- H2020 European Research Council
- H2020 Marie Skłodowska-Curie Actions