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Metal promoted conversion of aromatic amines to ortho-phenylenediimine derivatives by a radical coupling path

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Weyhermüller,  Thomas
Research Department DeBeer, Max Planck Institute for Chemical Energy Conversion, Max Planck Society;

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Citation

Dutta, D., Kundu, S., Weyhermüller, T., & Ghosh, P. (2020). Metal promoted conversion of aromatic amines to ortho-phenylenediimine derivatives by a radical coupling path. Dalton Transactions, 49(16), 5015-5019. doi:10.1039/d0dt00089b.


Cite as: http://hdl.handle.net/21.11116/0000-0007-A48C-2
Abstract
A radical path for the conversion of o-substituted arylamines to o-phenylenediimine derivatives is reported. In the presence of [Ru-II(PPh3)(3)Cl-2] (Ru-P), 2-(phenylthio)aniline ((LH2)-H-SN) acts as an o-amination agent. Reaction of (LH2)-H-SN with Ru-P in toluene promotes (4e + 4H(+)) oxidative dimerization affording an o-phenylenediimine complex of ruthenium(ii). Similarly, intermolecular coupling between (LH2)-H-SN and other arylamines has been achieved.