Reaction Mechanism for the Formation of Dialkylated Nickel(II) Salen Involved in the Catalytic Reduction of (Bromomethyl)cyclopropane




Lambert, Clayton
Enters, Mikaela E.
Rastogi, Shiva K.
Brown, Christopher T.
Shoulders, Ben A.
Brittain, Williams
Ji, Chang

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IOP Science


Cyclic voltammetry (CV) and controlled-potential electrolysis (CPE) were employed to examine the reaction between electrogenerated ligand-reduced nickel(II) salen and (bromomethyl)cyclopropane. Cyclic voltammograms for nickel(II) salen in the presence of (bromomethyl)cyclopropane exhibit characteristic features for the catalytic reduction of the substrate. Bulk electrolyses of (bromomethyl)cyclopropane at carbon cathodes in dimethylformamide catalyzed by nickel(II) salen were carried out to investigate the mechanism for the formation of dialkylated nickel(II) salen, which was analyzed and identified by high-performance liquid chromatography (HPLC). The corresponding dialkylated nickel(II) salen was further purified and collected by preparative-scale HPLC. Its complete structure was revealed by electrospray-ionization mass spectrometry (ESI-MS), 1H NMR, COSY, and HECTOR NMR spectrometry. The clear-cut reaction mechanism for its formation was proposed on the basis of current and previous studies.



cyclic voltammetry, catalytic reduction, dialkylated Nickel(II) Salen, controlled-potential electrolysis, Chemistry and Biochemistry


Lambert, C. L., Enters, M. E., Rastogi, S. K., Brown, C. T., Shoulders, B. A., Brittain, W. J., & Ji, C. (2016). Reaction mechanism for the formation of dialkylated nickel(II) salen involved in the catalytic reduction of (Bromomethyl)cyclopropane. Journal of The Electrochemical Society, 163(14).


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