Abstract
A series of neutral and cationic Ni(II) and Pd(II) complexes with the open tetraaza ligand bisoxazoline bisamine N4, were prepared and characterized. Neutral complexes presented dimeric structures of stoichiometry [M2(μ-N4)X4] (M = Ni (1), Pd (2)) and underwent slow decomplexation in coordinating solvents. Cationic monomeric [M(N4)]Y2 (M = Ni (3), Pd (4)) compounds were stable in solution and were efficient catalysts in electrochemical reactions involving difunctional substrates, unsaturated o-haloaryl and o-halobenzyl ethers. [Ni(N4)]2+-catalyzed reactions led to intramolecular cyclization products via initial oxidative addition on the C−X bond, whereas [Pd(N4)]2+-catalyzed processes involved the cleavage of the C−O bond. Furthermore, organometallic σ-Ni(II) (7a,b) and π-allylpalladium(II) (8a,b) complexes were prepared in order to study the intermediate species proposed in the catalytic cycles.
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