Collect. Czech. Chem. Commun. 1983, 48, 1408-1421

Substituent effect in electrochemical and ferricyanide oxidations of para-substituted 1-benzyl-3-carbamoyl-1,4-dihydropyridines

Františka Pavlíková-Raclová and Josef Kuthan

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


Half-wave potentials E1/2 of electrochemical oxidation of the title 1,4-dihydropyridine derivatives with the substituents N(CH3)2, OCH3, CH3, H, F, Cl, COOCH3, and CN have been measured on platinum rotating disc electrode in aqueous and anhydrous dimethylformamide, and apparent rate constants k2 of their oxidation with potassium ferricyanide have been measured in water at 298 K. The two quantities (E1/2 and k2) have been correlated both mutually and with empirical σp constants of the substituents. The found correlation relations have been discussed with respect to mechanism of the two transformations investigated.