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Issue 35, 2017
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Catalytic C–H amination driven by intramolecular ligand-to-nitrene one-electron transfer through a rhodium(III) centre

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Abstract

Werner type six-coordinate rhodium(III) complexes coordinated by a planar trianionic ligand and two axial aniline ligands are synthesised. The trianionic ligand behaves as a redox-active ligand to form a ligand radical species upon one-electron oxidation of the complex. The rhodium(III) complexes catalyse C–H amination of external substrates such as xanthene with tosylazide as the nitrene source. DFT-calculation and kinetic deuterium isotope effects indicate that a di-radical rhodium(III) complex formed by one-electron transfer from the redox-active ligand to the nitrene group works as a reactive intermediate to induce aliphatic C–H activation.

Graphical abstract: Catalytic C–H amination driven by intramolecular ligand-to-nitrene one-electron transfer through a rhodium(iii) centre

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Publication details

The article was received on 10 Mar 2017, accepted on 10 Apr 2017 and first published on 19 Apr 2017


Article type: Communication
DOI: 10.1039/C7CC01840A
Citation: Chem. Commun., 2017,53, 4849-4852
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    Catalytic C–H amination driven by intramolecular ligand-to-nitrene one-electron transfer through a rhodium(III) centre

    D. Fujita, H. Sugimoto, Y. Shiota, Y. Morimoto, K. Yoshizawa and S. Itoh, Chem. Commun., 2017, 53, 4849
    DOI: 10.1039/C7CC01840A

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