Issue 35, 2017

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

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

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
10 Mar 2017
Accepted
10 Apr 2017
First published
19 Apr 2017

Chem. Commun., 2017,53, 4849-4852

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements