Get access
Advertisement

Stabilizing Lead Cathodes with Diammonium Salt Additives in the Deoxygenation of Aromatic Amides

Authors

  • Carolin Edinger,

    1. Institute of Organic Chemistry, Mainz University, Duesbergweg 10–14, 55128 Mainz (Germany), Fax: (+49)6131-3926777
    Search for more papers by this author
  • Valentine Grimaudo,

    1. Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012 Bern (Switzerland), Fax: (+41)4131-6313994
    Search for more papers by this author
  • Dr. Peter Broekmann,

    1. Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012 Bern (Switzerland), Fax: (+41)4131-6313994
    Search for more papers by this author
  • Prof. Dr. Siegfried R. Waldvogel

    Corresponding author
    1. Institute of Organic Chemistry, Mainz University, Duesbergweg 10–14, 55128 Mainz (Germany), Fax: (+49)6131-3926777
    • Institute of Organic Chemistry, Mainz University, Duesbergweg 10–14, 55128 Mainz (Germany), Fax: (+49)6131-3926777===

    Search for more papers by this author

Abstract

Lead is efficiently protected against cathodic corrosion by the addition of diammonium salts in the electrolyte. The cationic coating of the cathode allows the efficient electroreduction of benzamides to benzylamines. The electrochemical deoxygenation of the amide is achieved without the use of oxophilic agents or sacrificial anodes. The surface of the lead cathode stays smooth and the cathode can be reused for multiple runs, providing <2.5 ppm of the crude product. Cyclic voltammetry studies reveal a shift in the onset potential of the hydrogen evolution reaction by −157 mV.

Get access to the full text of this article

Ancillary