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Monatshefte für Chemie / Chemical Monthly

, Volume 119, Issue 4, pp 379–388 | Cite as

Kathodische Reduktion von Säureaziden Elektrolytische Untersuchungen an Vinylaziden, 8. Mitt.

  • Dierk Knittel
Anorganische Und Physikalische Chemie

Cathodic reductions of acid azides. Electrolytic studies on vinyl acides, VIII

Abstract

The cathodic reduction of the O=C-N3-system in aprotic solvent in the presence of anhydrides proves to be a convenient way to triacylammonia derivatives. Using the complexation of Li+ ions with the acid azide this synthetic methods can start from non-dangerous acid halides.

The complex formation constant has been estimated and the chemical stability of N,N-diacylamides produced has been investigated. Mechanistic details about the role of Li+-ions in these electrolyses are given. Further reduction of the triacylammonia derivatives at more negative potentials results in protected aldehydic functions, i.e. 1-acyloxy-1-diacylaminomethanes, in good yields.

Keywords

Acid azides N,N-Diacylamides 1-Acyloxy-1-diacetyl-aminomethanes Lithiumion-azide complexes Cathodic reduction 

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Copyright information

© Springer-Verlag 1988

Authors and Affiliations

  • Dierk Knittel
    • 1
  1. 1.Institut für Physikalische ChemieUniversität HamburgHamburg 13Bundesrepublik Deutschland

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