Oxidation of organic molecules with a redox-Active guanidine catalyst
Herein, we report the first examples of the use of redox-active guanidines as catalysts in the green oxidation of organic molecules with dioxygen. In one half-reaction, the oxidized form of the redox-active guanidine is converted into the reduced, protonated state, thereby enabling dehydrogenative o...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
18 October 2017
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| In: |
Angewandte Chemie. International edition
Year: 2017, Volume: 56, Issue: 51, Pages: 16410-16413 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201709809 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1002/anie.201709809 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201709809 |
| Author Notes: | Ute Wild, Florian Schön, Hans-Jörg Himmel |
| Summary: | Herein, we report the first examples of the use of redox-active guanidines as catalysts in the green oxidation of organic molecules with dioxygen. In one half-reaction, the oxidized form of the redox-active guanidine is converted into the reduced, protonated state, thereby enabling dehydrogenative oxidation of the substrate (3,5-di-tert-butylcatechol→ortho-benzoquinone, benzoin→benzil, and 2,4-di-tert-butylphenol→biphenol). In the other half-reaction, efficient re-oxidation of the guanidine to the oxidized state is achieved with dioxygen in the presence of a copper catalyst. These results pave the way for the broader use of redox-active guanidines as oxidation catalysts. |
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| Item Description: | Gesehen am 11.06.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201709809 |