Evaluation of the synthetic scope and the reaction pathways of proton-coupled electron transfer with redox-active guanidines in C−H activation processes
Proton-coupled electron transfer (PCET) is currently intensively studied because of its importance in synthetic chemistry and biology. In recent years it was shown that redox-active guanidines are capable PCET reagents for the selective oxidation of organic molecules. In this work, the scope of thei...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2020
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| In: |
Chemistry - a European journal
Year: 2020, Jahrgang: 26, Heft: 69, Pages: 16504-16513 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.202003424 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202003424 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202003424 
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| Verfasserangaben: | Ute Wild, Petra Walter, Olaf Hübner, Elisabeth Kaifer, and Hans-Jörg Himmel |
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| 245 | 1 | 0 | |a Evaluation of the synthetic scope and the reaction pathways of proton-coupled electron transfer with redox-active guanidines in C−H activation processes |c Ute Wild, Petra Walter, Olaf Hübner, Elisabeth Kaifer, and Hans-Jörg Himmel |
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| 520 | |a Proton-coupled electron transfer (PCET) is currently intensively studied because of its importance in synthetic chemistry and biology. In recent years it was shown that redox-active guanidines are capable PCET reagents for the selective oxidation of organic molecules. In this work, the scope of their PCET reactivity regarding reactions that involve C−H activation is explored and kinetic studies carried out to disclose the reaction mechanisms. Organic molecules with potential up to 1.2 V vs. ferrocenium/ferrocene are efficiently oxidized. Reactions are initiated by electron transfer, followed by slow proton transfer from an electron-transfer equilibrium. | ||
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