Vinylogous Cyanine‐like Dications of Tetrakis(dimethylamino) Compounds | Zendy

ElblWeiser Karin | Zendy; Krieger Claus | Zendy; Staab Heinz A. | Zendy

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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.

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