A series of Co, Ni and Cu complexes with the ligand HN(CH(2)CH(2)P(i)Pr(2))(2) (HNP(2)) has been isolated and their electrochemical behaviour investigated by cyclic voltammetry. The nickel complexes [(HNP(2))NiOTf]OTf and [(HNP(2))NiNCCH(3)](BF(4))(2) display reversible reductions, as does the related amide derivative (NP(2))NiBr. The related copper(I) and cobalt(II) derivatives were also isolated and characterized. The addition of piperidine to [(HNP(2))NiNCCH(3)](BF(4))(2) led to the formation of the new species [(HNP(2))Ni(N(H)C(CH(3))NC(5)H(10))](BF(4))(2). The nucleophilic addition of piperidine to acetonitrile to produce HN=C(CH(3))NC(5)H(10) was found to be catalyzed by [(HNP(2))NiNCCH(3)](BF(4))(2).
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