Catalytic Deprotection of Alkyne Dicobalt Hexacarbonyl Complexes using Near-Infrared Photocatalysis
Dicobalt hexacarbonyl complexes are well-known for their applications in the Nicholas reaction or simply as a protecting group for alkynes. To recover the alkyne, demetalation is necessary, which usually involves a stoichiometric amount of an oxidizing agent or a strong ligand. This article reports a demetalation methodology based on a photocatalytic process. This approach employs a photocatalyst under aerobic conditions, and the optimal results were achieved using mild near-infrared irradiation. A mechanistic investigation is also presented to elucidate how the photocatalytic system promotes this deprotection. This tool is compatible with the one-pot reaction and orthogonal deprotection of alkynes, offering new perspectives for further applications.
Authors
- Morgan Cormier (ORCID: https://orcid.org/0000-0002-2469-3345)
- Jean‐Philippe Goddard (ORCID: https://orcid.org/0000-0001-7265-7587)
- Johanna Frey (ORCID: https://orcid.org/0000-0002-0013-2033)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Université de Haute-Alsace (FR)
- Université de Strasbourg (FR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-07
- DOI
- https://doi.org/10.1021/acs.joc.4c02009
- Citations
- 1
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Centre National de la Recherche Scientifique