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Synthesen mit Nitrilen, LXXXVII. Chromoionophore durch Addition von N ‐Phenyl(aza‐15‐krone‐5) an reaktive Dicyanmethylenverbindungen
Author(s) -
Junek Hans,
Klade Manfred,
Biza Peter,
Geringer Michael,
Sterk Heinz
Publication year - 1990
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1990199001139
Subject(s) - chemistry , adduct , crown ether , picrate , photodissociation , ether , medicinal chemistry , potassium , photochemistry , ion , inorganic chemistry , polymer chemistry , organic chemistry
Syntheses with Nitriles, LXXXVII. — Chromoinophores by Addition of N ‐Phenyl(aza‐15‐crown‐5) to Reactive Dicyanomethylene Compounds Addition of N ‐phenyl(aza‐15‐crown‐5) ( 2 ) to dicyanomethylene compounds, i.e. the pyrazolylidenemalonitriles 1a – e , leads to the colorless (azacrownphenyl)(pyrazolyl)malonitriles 3a – e . Heating or photolysis of 3 eliminates hydrocyanic acid to give the deeply colored polymethines 4a – e . A corresponding reaction occurs between the indanylidenemalonitrile 5 and the crown ether 2 leading to adduct 6 , which can be converted into the polymethine 7 by heating or photolysis. For evaluation of constants of the complex formation with sodium or potassium ions 1 H NMR chemical shift measurements have been performed.