Kreuzkonjugierte Cyanine und Merocyanine aus Salzen 1‐substituierter 2,3‐Dimethylchinoxaline. 1. Mitteilung. Über die Isolierung der Farbbasen nach spontaner Umwandlung und nach Oxydation der Reaktanten mit Kupfer(II)acetat oder Silberoxid

Products 3 of the readily oxidized 1 and 2 are found to be sensitive to solvolysis, especially when X and R are electron-withdrawing substituents. In some cases, the salts 3 could be identified as the oxidation products of the salts 9. The oxidation of 9p (X = 5,6-benzo, R = CH3) by an alkaline solution of K3Fe (CN), leading to the quinoxalinone lop is compared with the voltammetric oxidation of 81 (X=H, R = 4-ClC&,) and related to Viehe's [ 151 c, d-stabilized radicals. 'H-NMR.-spectra of the salts 3 are discussed with regard to the (E/Z)-isomers.Indigoide Strukturelemente der Farbstoffe 1 [ l ] und 2 [2] lassen erwarten, dass ihre Reduktion zu Leukoformen 4 und/oder 4' und ihre Oxydation zu Analogen des Dehydroindigos, den quartaren Salzen 3 fuhrt (Schema Da Akzeptorsubstituenten die Reduktion, Donorsubstituenten die Oxydation eines Substrates fordern und die Umwandlung von 1 zu 2 die Akzeptorwirkung von N (4) verstarkt, scheint es auf den ersten Blick zweckmassig, die Oxydation (von 1) in neutralem Schema 1

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Kreuzkonjugierte Cyanine und Merocyanine aus Salzen 1‐substituierter 2,3‐Dimethylchinoxaline. 3. Mitteilung. Über die Indikatoreigenschaften der Farbbasen und die Tautomerie der konjugaten Farbsäuren

Schelz

1983

Helvetica Chimica Acta

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UV./VIS. and 'H-NMR. spectra of the indicator bases 1 in acidic solutions are presented. The solutions of the dye acids N and NN' (Scheme 2) are in general not stable due to tautomerism. The relative pKa-values are set in relation to data of equilibria and half-life periods. The latter ones depend on the substituents and on the acidity of the solutions. An inverse substituent effect observed in protic solvents is ascribed to solvolytic reactions.The dye base 1 S (X = S03Na, R = C6H5) was synthesized starting with chlorobenzene. The cyanines 2 were obtained on treatment of 1 with HC104 in CH3CN; solutions of 1 in H2S04, however, yielded on dilution tautomeric salts that were isolated as the uerchlorates 3.

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Kreuzkonjugierte Cyanine und Merocyanine aus Salzen 1‐substituierter 2,3‐Dimethylchinoxaline. 1. Mitteilung. Über die Isolierung der Farbbasen nach spontaner Umwandlung und nach Oxydation der Reaktanten mit Kupfer(II)acetat oder Silberoxid

Cited by 10 publications

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ChemInform Abstract: CROSS‐CONJUGATED CYANINES AND MEROCYANINES, OBTAINED FROM SALTS OF 1‐SUBSTITUTED 2,3‐DIMETHYLQUINOXALINES. PART 1. ISOLATION OF THE DYE BASES FROM SPONTANEOUS TRANSFORMATION OR OXIDATION OF THE REACTANTS WITH COPPER(II) ACETATE OR SILVER OXIDE

ChemInform Abstract: CROSS‐CONJUGATED CYANINES AND MEROCYANINES, OBTAINED FROM SALTS OF 1‐SUBSTITUTED 2,3‐DIMETHYLQUINOXALINES. PART 1. ISOLATION OF THE DYE BASES FROM SPONTANEOUS TRANSFORMATION OR OXIDATION OF THE REACTANTS WITH COPPER(II) ACETATE OR SILVER OXIDE

Kreuzkonjugierte Cyanine und Merocyanine aus Salzen 1‐substituierter 2,3‐Dimethylchinoxaline. 2. Mitteilung Über die oxydative Umwandlung der Farbbasen

Kreuzkonjugierte Cyanine und Merocyanine aus Salzen 1‐substituierter 2,3‐Dimethylchinoxaline. 3. Mitteilung. Über die Indikatoreigenschaften der Farbbasen und die Tautomerie der konjugaten Farbsäuren

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