On the electrochemical behaviour in aprotic media of dihydropyridines and tetrahydrobipyridines derived from NAD+ model compounds

✍ Scribed by A. Trazza; R. Andruzzi; I. Carelli

• Publisher: Elsevier Science
• Year: 1982
• Tongue: English
• Weight: 708 KB
• Volume: 27
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(82)85005-6

✦ Synopsis

Abtract

-The electrochemical khsviour of 3qano-(or 3-carbamoyl-) I-methyl-(or bcnxyl) l+dibydropyridinm (4a, b) and the correspondiig 1, I'. 4.4' tetrahydro-4,4'-bipyridincs (St, b) or 1, 1'. 6,4'-tetrahydrobipyridins (6a, b) in DMF was investigated using ac and dc voltammetry, cyclic voltammetry, coulometry, au and ir spectrometry. At a vitrous carbon electrode all thecompounds examined can be oxidized and reduced in a single step. The oxidation process involves loss of two electrons per molecule of reactant to give the corresponding pyridinium salt. The reduction process (which occurs at very negative potentisls) involves saturation of the C,-C, (diiydropyridines 4.a. b) and probably the C,X,, CY-CW (dimers 5a, b) or the C+-C5, C,,-C,, (dimers 6a, b) double bonds, two and four electron per molecule, respectively, being used up.