C−H Activation and Hydrogen Isotope Exchange of Aryl Carbamates Using Iridium (I) Complexes Bearing Chelating NHC‐Phosphine Ligands
Abstract: Hydrogen isotope exchange (HIE) via C−H activation constitutes an efficient method for the synthesis of isotopically‐enriched compounds, which are crucial components of the drug discovery process and are extensively employed in mechanistic studies. A series of iridium (I) complexes, bearing a chelating phosphine‐N‐heterocyclic carbene ligand, was designed and synthesized for application in the catalytic HIE of challenging N‐ and O‐aryl carbamates. A broad range of substrates were labeled efficiently, and applicability to biologically‐relevant systems was demonstrated by labeling an ʟ‐tyrosine‐derived carbamate with excellent levels of deuterium incorporation. Combined theoretical and experimental studies unveiled intriguing mechanistic features within this process, in comparison to C−H activation and hydrogen isotope exchange catalyzed by monodentate Ir (I) NHC/phosphine complexes.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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C−H Activation and Hydrogen Isotope Exchange of Aryl Carbamates Using Iridium (I) Complexes Bearing Chelating NHC‐Phosphine Ligands ; day:30 ; month:10 ; year:2024 ; extent:9
Chemistry - a European journal ; (30.10.2024) (gesamt 9)
- Urheber
- DOI
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10.1002/chem.202403090
- URN
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urn:nbn:de:101:1-2410301418199.481198964793
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:32 MESZ
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Beteiligte
- Zorzatto, Renan
- Mulrainey, Paul T.
- Reid, Marc
- Tuttle, Tell
- Lindsay, David M.
- Kerr, William J.
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