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Kathodische Reduktion von 2-Azido-2,4-pentadien-1-onen Elektrolytische Untersuchungen an Vinylaziden, 9. Mitt.
Authors:Bernd Geist  Dierk Knittel
Institution:(1) Institut für physikalische Chemie, Universität Hamburg, D-2000 Hamburg 13, Bundesrepublik Deutschland;(2) Present address: Deutsches Textilforschungszentrum, Frankenring 2, D-4150 Krefeld, Bundesrepublik Deutschland
Abstract:Cathodic reduction of 2-azido-2,4-pentadien-1-ones under slightly protic conditions result in aminodienones, whereas under acetylating conditions only the methyl-N,N-diacetylaminoadienoates could be prepared in reasonable yields. The low reduction potential of the N,N-diacetylaminodienones leads to a mixture of by-products. The N,N-diacetylaminodienoates were studied as a model of the reduction of the azidodienes at higher reduction potentials. Dimerisation, reduction of the double-bonds and elimination of the N,N-diacetylamino group are possible reactions. The mechanism of reduction under acetylating conditions is discussed.
Keywords:Cathodic reduction  2-Azido-2  4-pentadien-1-ones  2-Amino-2  4-pentadien-1-ones and derivatives
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