Elektrochemische Eigenschaften von Dihydropyridin-und Pyridinderivaten / Electrochemical Properties of Pyridine and Dihydropyridine Derivatives

Abou‐Elenien, G. M.; Rieser, J.; Ismail, Nagwa Abdallah; Wallenfels, Kurt

doi:10.1515/znb-1981-0322

Cited by 10 publications

(3 citation statements)

References 7 publications

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“…Numerous studies have been devoted to the study of the mechanism of oxidation of dihydropyridines of precisely this type. Proposals for the case in question include transfer of hydride ion [3], a one-electron oxidation with subsequent cleavage of a radical [4], and in the majority of cases a two-electron oxidation with cleavage of two protons [5][6][7].…”

mentioning

confidence: 99%

Electrochemical synthesis of 1,2,3,4,4,5,6-substituted 1,4-dihydropyridines

Goba

Turovska

Stradins

et al. 2007

Chem Heterocycl Compd

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It has been shown that chemical oxidation of the methyl ester of 3,4,5-trimethoxycarbonyl-1,2,6-trimethyl-1,4-dihydropyridine to the pyridinium salt, requiring forcing experimental conditions, may be replaced by electrochemical oxidation. On electrochemical reduction of 3,4,5-trimethoxycarbonyl-1,2,6-trimethylpyridinium perchlorate in the presence of alkylating agents 1,2,3,4,4,5,6-substituted 1,4-dihydropyridines are obtained.

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mentioning

confidence: 99%

Electrochemical synthesis of 1,2,3,4,4,5,6-substituted 1,4-dihydropyridines

Goba

Turovska

Stradins

et al. 2007

Chem Heterocycl Compd

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“…[13][14][15] The effect of substitution on the oxidation of 1,4-dihydropyridines was studied by Skala et al 16 The first unambiguous evidence for the formation of the electrolytically generated cation radical of 1,4dihydropyridine in acetonitrile was demonstrated by Klima et al 17 The mechanistic aspects of the electrochemical oxidation of 1,4-dihydropyridines and NADH and its analogs have been studied in aqueous media at glassy carbon, pyrolytic graphite, and platinum electrodes. 18 Different electrochemical techniques such as DC voltammetry, cyclic voltammetry, and coulometry were used by Abou-Elenien et al 19 to investigate the oxidation and reduction properties of different dihydropyridine and pyridine derivatives. Pragst et al 20 studied the anodic dehydrogenation of 1,4 dihydropyridine by electrogenerated chemiluminescence.…”

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confidence: 99%

Synthesis, Characterization, and Electrochemistry of Some Acridine-1,8-dione Dyes

et al. 1996

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The synthesis, characterization, and electrochemical behavior of some acridinedione derivatives are reported. Cyclic voltammetric studies show that all the dyes undergo irreversible oxidation irrespective of the substitution on the nitrogen. The product formed on oxidation is the aromatic derivative in the case of N-H compounds and the acridinium salt in the case of the N-substituted compounds, which have been isolated and characterized. Formation of an intermediate carbon-centered radical is observed as evidenced by ESR spin-trapping experiments. A mechanistic scheme for the electrochemical oxidation is proposed. On carrying out reduction after oxidation, different products are formed depending on the substitution on the nitrogen. There is no reduction of the oxidized product in the case of N-H compounds, and compounds with substitution on nitrogen undergo reduction consistent with the observation in N-alkylpyridinium salts.

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“…Eine Ausnahmestellung nimmt hier lediglich die Dicyan-Verbindung 4d ein. Da diese jedoch als einzige bei der elektrochemischen Oxidation 2 Elektronen abgibt [5], ist ihr Halbstufenpotential nicht mit dem der übrigen vergleichbar.…”

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