Dehydrogenative coupling reactions with oxidized guanidino-functionalized aromatic compounds: novel options for σ-bond activation
We present a new option for metal-free σ-bond activation, making use of oxidized, guanidino-functionalized aromatic compounds (GFAs). We demonstrate this new option by the homocoupling reactions of thiols and phosphines. The kinetics and the reaction pathway were studied by a number of experiments (...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
19 July 2016
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| In: |
Chemistry - a European journal
Year: 2016, Jahrgang: 22, Heft: 34, Pages: 11971-11976 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201602236 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201602236 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201602236 
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| Verfasserangaben: | Ute Wild, Stefanie Federle, Arne Wagner, Elisabeth Kaifer, and Hans-Jörg Himmel |
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| 520 | |a We present a new option for metal-free σ-bond activation, making use of oxidized, guanidino-functionalized aromatic compounds (GFAs). We demonstrate this new option by the homocoupling reactions of thiols and phosphines. The kinetics and the reaction pathway were studied by a number of experiments (including heterocoupling of thiols and phosphines), supported by quantum-chemical computations. Reaction of the oxidized GFA with p-dihydrobenzoquinone to give p-benzoquinone shows that typical proton-coupled electron-transfer reactions are also possible. | ||
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