Electrochemical C-H oxygenation and alcohol dehydrogenation involving Fe-oxo species using water as the oxygen source.

Autor: Das A; Department of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison , Wisconsin 53706 , USA . Email: stahl@chem.wisc.edu., Nutting JE; Department of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison , Wisconsin 53706 , USA . Email: stahl@chem.wisc.edu., Stahl SS; Department of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison , Wisconsin 53706 , USA . Email: stahl@chem.wisc.edu.
Jazyk: angličtina
Zdroj: Chemical science [Chem Sci] 2019 Jun 27; Vol. 10 (32), pp. 7542-7548. Date of Electronic Publication: 2019 Jun 27 (Print Publication: 2019).
DOI: 10.1039/c9sc02609f
Abstrakt: High-valent iron-oxo complexes are key intermediates in C-H functionalization reactions. Herein, we report the generation of a (TAML)Fe-oxo species (TAML = tetraamido macrocyclic ligand) via electrochemical proton-coupled oxidation of the corresponding (TAML)Fe III -OH 2 complex. Cyclic voltammetry (CV) and spectroelectrochemical studies are used to elucidate the relevant (TAML)Fe redox processes and determine the predominant (TAML)Fe species present in solution during bulk electrolysis. Evidence for iron(iv) and iron(v) species is presented, and these species are used in the electrochemical oxygenation of benzylic C-H bonds and dehydrogenation of alcohols to ketones.
(This journal is © The Royal Society of Chemistry 2019.)
Databáze: MEDLINE
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