A chelating diphosphine ligand with a central N-heterocyclic phosphenium cation (NHP(+)) has been used to explore the coordination chemistry of NHPs with nickel. Treatment of the chlorophosphine precursor [PPP]Cl () with stoichiometric Ni(COD)2 affords (PPP)NiCl (), which is best described as a Ni(II)/NHP(-) phosphido complex formed via oxidative addition of the P-Cl bond. In contrast, treating [PPP]Cl () with excess Ni(COD)2 results in a mixture of the trimetallic complex (PPP)2Ni3Cl2 () and the reduced NHP-bridged dimer [(PPP)Ni]2 (). Compound is found to be a Ni(II)Ni(II)Ni(0) complex in which the two NHP ligands act as bridging NHP(-) phosphidos, while complex is a Ni(I)Ni(I) complex that is highly delocalized throughout the symmetric Ni2P2 core. In contrast, the reaction of [PPP][PF6] () with Ni(COD)2 affords an asymmetrically-bridged dication [(PPP)Ni]2[PF6]2 (), which is found to contain two bridging NHP(+) cations bridging two Ni(0) centers. Comproportionation of and affords monocationic [(PPP)Ni]2[PF6] (), completing the redox series. Nickel complexes and are largely similar to their Pd and Pt analogues, but a paramagnetic monocation such as was not observed in the Pd and Pt case. Computational studies lend further insight into the electronic structure and bonding in complexes and , and further support the potential redox non-innocent properties of NHP ligands.
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