2024
DOI: 10.1002/chem.202400560
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Triplet Energy Transfer Mechanism in Copper Photocatalytic N‐ and O‐Methylation

Martijn Hoving,
Jacob‐Jan Haaksma,
Anne Stoppel
et al.

Abstract: Methylation reactions are chemically simple but challenging to perform under mild and non‐toxic conditions. A photochemical energy transfer strategy was merged with copper catalysis to enable fast reaction times of minutes and broad applicability to N‐heterocycles, (hetero‐)aromatic carboxylic acids, and drug‐like molecules in high yields and good functional group tolerance. Detailed mechanistic investigations, using kinetic analysis, aprotic MS, UV/Vis, and luminescence quenching experiments revealed a triple… Show more

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“…143−145 The mechanistic diversity of both nickel and copper photocatalysis is often not fully resolved and part of recent studies regards possible activation modes like (triplet) energy transfer or single-electron transfer. 146,147 Besides, cobalt catalysis has attracted attention for producing (un)saturated compounds, which is a result of the high basicity of Co(I) or Co(II) favoring the hydrogen abstraction or transfer process. 148−150 However, a limitation with respect to Cu-or Co-catalysis remains, namely, the additional substrate activation and the need for external stoichiometric reductant or oxidant.…”
Section: Metallaphotoredox Catalysismentioning
confidence: 99%
“…143−145 The mechanistic diversity of both nickel and copper photocatalysis is often not fully resolved and part of recent studies regards possible activation modes like (triplet) energy transfer or single-electron transfer. 146,147 Besides, cobalt catalysis has attracted attention for producing (un)saturated compounds, which is a result of the high basicity of Co(I) or Co(II) favoring the hydrogen abstraction or transfer process. 148−150 However, a limitation with respect to Cu-or Co-catalysis remains, namely, the additional substrate activation and the need for external stoichiometric reductant or oxidant.…”
Section: Metallaphotoredox Catalysismentioning
confidence: 99%