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Published on: May 21, 2019
Catalytic Deprotection of Alkyne Dicobalt Hexacarbonyl Complexes using Near-Infrared Photocatalysis
Johanna Frey1, Jean-Philippe Goddard1, Morgan Cormier1
1Laboratoire d'Innovation Moléculaire et Applications (LIMA), UMR 7042, Université de Haute-Alsace (UHA), Université de Strasbourg, CNRS, Mulhouse 68100, France.
Abstract:
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.
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