Premium
3,3‐Dialkyltriazencarbonsäure‐Derivate durch oxydative Hydro‐Acyl‐Elimination von 3,3‐Dialkyltriazan‐1,2‐dicarbonsäure‐Derivaten
Author(s) -
Egger Notker,
Hoesch Lienhard,
Dreiding André S.
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660510
Subject(s) - chemistry , stereochemistry , amide , oxidative phosphorylation , medicinal chemistry , organic chemistry , biochemistry
3,3‐Dialkyltriazenecarboxylic Derivatives by Oxidative Hydro‐Acyl‐Elimination from 3,3‐Dialkyltriazane‐1,2‐dicarboxylic Derivatives The 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 15 N‐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.