On the metal cooperativity in a dinuclear copper-guanidine complex for aliphatic C−H bond cleavage by dioxygen
Selective oxidation reactions of organic compounds with dioxygen using molecular copper complexes are of relevance to synthetic chemistry as well as enzymatic reactivity. In the enzyme peptidylglycine α-hydroxylating monooxygenase (PHM), the hydroxylating activity towards aliphatic substrates arises...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
July 8, 2019
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| In: |
Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 48, Pages: 11257-11268 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201901906 |
| Online-Zugang: | Verlag, Volltext: https://doi.org/10.1002/chem.201901906 Verlag: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901906 
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| Verfasserangaben: | Florian Schön, Florian Biebl, Lutz Greb, Simone Leingang, Benjamin Grimm‐Lebsanft, Melissa Teubner, Sören Buchenau, Elisabeth Kaifer, Michael A. Rübhausen, and Hans-Jörg Himmel |
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| 245 | 1 | 0 | |a On the metal cooperativity in a dinuclear copper-guanidine complex for aliphatic C−H bond cleavage by dioxygen |c Florian Schön, Florian Biebl, Lutz Greb, Simone Leingang, Benjamin Grimm‐Lebsanft, Melissa Teubner, Sören Buchenau, Elisabeth Kaifer, Michael A. Rübhausen, and Hans-Jörg Himmel |
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| 520 | |a Selective oxidation reactions of organic compounds with dioxygen using molecular copper complexes are of relevance to synthetic chemistry as well as enzymatic reactivity. In the enzyme peptidylglycine α-hydroxylating monooxygenase (PHM), the hydroxylating activity towards aliphatic substrates arises from the cooperative effect between two copper atoms, but the detailed mechanism has yet to be fully clarified. Herein, we report on a model complex showing hydroxylation of an aliphatic ligand initiated by dioxygen. According to DFT calculations, the proton-coupled electron-transfer (PCET) process leading to ligand hydroxylation in this complex benefits from cooperative effects between the two copper atoms. While one copper atom is responsible for dioxygen binding and activation, the other stabilizes the product of intramolecular PCET by copper-ligand charge transfer. The results of this work might pave the way for the directed utilization of cooperative effects in oxidation reactions. | ||
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