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Chemistry. 2019 Aug 14;25(46):10828-10833. doi: 10.1002/chem.201903012. Epub 2019 Jul 26.

Intramolecular Nitrene Insertion into Saturated C-H-Bond-Mediated C-N Bond Cleavage of a Coordinated NHC Ligand.

Author information

1
Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong, 518055, P. R. China.
2
Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong SAR, P. R. China.

Abstract

Ruthenium(II) complexes bearing a tridentate bis(N-heterocyclic carbene) ligand reacted with iminoiodanes (PhI=NR) resulting in the formation of isolable ruthenium(III)-amido intermediates, which underwent cleavage of a C-N bond of the tridentate ligand and formation of an N-substituted imine group. The RuIII -amido intermediates have been characterized by 1 H NMR, UV/Vis, ESI-MS, and X-ray crystallography. DFT calculations were performed to provide insight into the reaction mechanism.

KEYWORDS:

C−N bond activation; N ligands; N-heterocyclic carbenes; nitrene transfer reactions; ruthenium

PMID:
31271674
DOI:
10.1002/chem.201903012

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