Premium
Templat‐Reaktionen II. Herstellung von tricyclischen und tetracyclischen Metallkomplexen aus aliphatischen Diaminen und Phenylazo‐malondialdehyd‐Derivaten
Author(s) -
L'Eplattenier François A.,
Pugin André
Publication year - 1975
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.19750580808
Subject(s) - chemistry , annulene , yield (engineering) , polymer chemistry , metal , ring (chemistry) , divalent , medicinal chemistry , stereochemistry , organic chemistry , materials science , metallurgy
Template‐Reactions II. Syntheses of tricyclic and tetracyclic metal complexes from aliphatic diamines and phenylazo‐malondialdehyde‐derivatives A template synthesis of metal complexes with 14‐ and 16‐membered macrocycles 6 resp. 10 has been devised. These compounds are obtained in high yield by the condensation of aliphatic 1,2‐or 1,3‐diamines with phenylazo‐malon‐dialdehydes in the presence of divalent metal ions such as Cu(II) and Ni(II). This is the first reported one‐step synthesis of tetraaza‐annulenes with aliphatic diamines. The formation of the intermediate tricyclic complexes 5 and 9, obtained either by a template or a nontemplate synthesis, is also described. Ring closure with diamines leads again to 6 and 10 or to asymmetric tetraaza‐macrocyclic systems such as 7 or 11.