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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.