132907-27-8Relevant academic research and scientific papers
The Electron Transfer Reactions of Cyano Substituted Pyridines and Quinolines with Thermally Generated Diphenyl Ketyl
McDevitt, Patricia,Vittimberga, Bruno M.
, p. 1903 - 1908 (2007/10/02)
Electron transfer reactions of cyano substituted pyridines and quinolines with thermally generated diphenyl ketyl are reported.When E1/2(-) for the heterocycle is less negative than -2 V, electron transfer occurs from the ketyl to the heterocyclic base.In some cases the products obtained from the thermal reaction are the same as those obtained from the photochemical reaction with benzophenone and alcohols.In other cases different products are formed.Two bases, 2-pyridinecarbonitrile and 2,4-pyridinedicarbonitrile, undergo regiospecific reactions in which the course of the reaction is determined by the acidity of the medium.A mechanism in which the heterocyclic nitrogen is involved in the substitution process at the 2-position is proposed.
The Effect of pH on the Course of the Photoreaction of 2,4-Pyridinedicarbonitrile with Benzophenone in Aqueous 2-Propanol: Reduction vs Substitution
Caronna, Tullio,Morrocchi, Sergio,Vittimberga, Bruno M.
, p. 1705 - 1707 (2007/10/02)
The photoinitiated reactions of 2,4-pyridinedicarbonitrile (1) and benzophenone in neutral, acidic, and basic 3:1 2-propanol-water and the kinetics of disappearance of 1, have been studied.Pyridinyl radical anion forms as an intermediate by an electron transfer.In acidic solution substitution of the cyano group in the 2 position and in the 2 and 4 positions with diphenylmethanol occurs.In neutral medium both substitution at the 2-position and reduction, in which the cyano group at the 4 position is replaced by hydrogen, are observed.In basic solution in which protonation of the radical anion is not likely, only reduction occurs.The rates of formation and relative yields of these products depends on the pH of the solution.A mechanism is discussed.
