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Syntheses with Nitriles, XCVIII Synthesis and Characterization of (Aminocyanomethylene)indandione and ‐pyrazolone Chromoionophores as Extractants for Alkali Metal Ions
Author(s) -
BoilaGöckel Andrei,
Fabian Walter M. F.,
Junek Hans
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199619960315
Subject(s) - chemistry , alkali metal , moiety , pyrazolone , pyrazolones , inorganic chemistry , metal ions in aqueous solution , ionic bonding , chromophore , metal , ion , polymer chemistry , medicinal chemistry , stereochemistry , organic chemistry
A new approach to dissociable chromoionophores 5, 6a–e, 7 and 8 by reaction of (dicyanomethylene)indandione 1 and (dicyanomethylene)pyrazolones 2a–e , respectively, with aminophenyl crowns 3 and 4 is described. The complexation constants were determined by 1 H‐NMR spectroscopy. For the chromoionophores 5 and 6a–e bearing a benzo[15]crown‐5 moiety, K c values between 1100 and 1900 were found, while the chromoionophores 7 and 8 bearing the N ‐phenylaza[15]crown‐5 provided binding constants which are about twenty times lower. These differences depending on the nature of the crown (aza‐crown or benzo‐crown with the same ring size) are discussed by comparison with a series of known crowns and also on the basis of molecular modelling techniques. The ability of the chromophore 6a as extractant for sodium and potassium ions in its ionic form is shown.