3,3‐Dialkyltriazencarbonsäure‐Derivate durch oxydative Hydro‐Acyl‐Elimination von 3,3‐Dialkyltriazan‐1,2‐dicarbonsäure‐Derivaten
- 27 July 1983
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 66 (5) , 1416-1426
- https://doi.org/10.1002/hlca.19830660510
Abstract
3,3‐Dialkyltriazenecarboxylic Derivatives by Oxidative Hydro‐Acyl‐Elimination from 3,3‐Dialkyltriazane‐1,2‐dicarboxylic DerivativesThe preparation and some properties of esters and amides of 3,3‐dialkyltriazenecarboxylic acids (6) are described. These novel triazenes 6 were obtained by treatment of diesters, diamides and ester‐amides of 3,3‐dialkyltriazane‐1,2‐dicarboxylic acids (3) with lead tetraacetate, when an elimination of the COOR‐ or the CONHR‐group at N(2) together with the H‐atom at N(1) took place. The precursor triazanes 3 were readily available from the addition of secondary amines 2 to diesters, diamides or ester‐amides of diazenedicarboxylic acid (1). The spectral properties of the triazanes 6, including the 15N‐NMR signals of one example, are compared with those of the triazanes 3. They express the structural features due to conjugation in 3,3‐dialkyltriazenecarboxylic derivatives, including the resistance to rotation around the N(2), N(3)‐bond.Keywords
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