Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
4 years ago

Oxidation of Organic Molecules with a Redox-Active Guanidine Catalyst

Hans-Jörg Himmel, Ute Wild, Florian Schön
Herein we report the first examples for the use of redox-active guanidines as catalysts in the green oxidation of organic molecules with dioxygen. In one half-reaction, the oxidized state of the redox-active guanidine is converted to the reduced, protonated state, thereby enabling dehydrogenative oxidation of the substrate (3,5-ditertbutylcatechol o-benzoquinone, benzoin benzil, and 2,4-ditertbutylphenol 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. The results pave the way for a broader use of redox-active guanidines as oxidation catalysts.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709809

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