Premium
Vinylogous Cyanine‐like Dications of Tetrakis(dimethylamino) Compounds
Author(s) -
ElblWeiser Karin,
Krieger Claus,
Staab Heinz A.
Publication year - 1990
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199002111
Subject(s) - dication , cyanine , naphthalene , steric effects , chemistry , benzene , photochemistry , medicinal chemistry , computational chemistry , stereochemistry , organic chemistry , molecule , physics , quantum mechanics , fluorescence
The naphthalene dication 3 is appreciably more unstable than the ethene and benzene analogues 1 and 2 , respectively. This was revealed by oxidation experiments with 2,3,6,7‐tetrakis(dimethylamino)naphthalene. Apparently, the bi‐cyclic framework of 3 is so strongly planarized that a planar arrangement of the mesomeric cyanine systems is hindered by steric interaction between the neigh‐boring NMe 2 groups.