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Issue 3, 2016
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Redox-ligand sustains controlled generation of CF3 radicals by well-defined copper complex

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Abstract

A well-defined copper complex bearing iminosemiquinone ligands performs single electron reduction of an electrophilic CF3+ source into CF˙3 radicals. This redox behavior is enabled by the ligand which shuttles through two different redox states (iminosemiquinone and iminobenzoquinone) while the copper center is preserved as a Cu(II). This system was used in the trifluoromethylation of silyl enol ethers, heteroaromatics and in the hydrotrifluoromethylation of alkynes. This is the first example of cooperative redox catalysis for the controlled generation of CF˙3 radicals.

Graphical abstract: Redox-ligand sustains controlled generation of CF3 radicals by well-defined copper complex

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Publication details

The article was received on 24 Sep 2015, accepted on 27 Nov 2015, published on 03 Dec 2015 and first published online on 03 Dec 2015


Article type: Edge Article
DOI: 10.1039/C5SC03636D
Citation: Chem. Sci., 2016,7, 2030-2036
  • Open access: Creative Commons BY-NC license
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    Redox-ligand sustains controlled generation of CF3 radicals by well-defined copper complex

    J. Jacquet, S. Blanchard, E. Derat, M. Desage-El Murr and L. Fensterbank, Chem. Sci., 2016, 7, 2030
    DOI: 10.1039/C5SC03636D

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