38515-47-8Relevant academic research and scientific papers
Nucleophilic aromatic substitution for heteroatoms: An oxidative electrochemical approach
Gallardo, Iluminada,Guirado, Gonzalo,Marquet, Jordi
, p. 2548 - 2555 (2007/10/03)
The nucleophilic aromatic substitution for heteroatom through electrochemical oxidation of the intermediate σ-complexes (Meisenheimer complexes) in simple nitroaromatic compounds is reported for the first time (NASX process). The studies have been carried out with hydride, cyanide, fluoride, methoxy, and ethanethiolate anions and n-butylamine as a nucleophile, at the cyclic voltammetry (CV) and preparative electrolysis level. The cyclic voltammetry experiments allow for detection and characterization of the σ-complexes and they have led us to a proposal for the mechanism of the oxidation step. Furthermore, the power of the CV technique in the analysis of the reaction mixture throughout the whole chemical and electrochemical process is described.
Nucleophilic aromatic substitution of hydrogen: A novel electrochemical approach to the cyanation of nitroarenes
Gallardo, Iluminada
, p. 1759 - 1765 (2007/10/03)
The nucleophilic aromatic substitution of hydrogen through electrochemical oxidation of the intermediate σ complexes (Meisenheimer complexes) in simple nitroaromatic compounds is reported for the first time. The studies have been carried out with hydride and cyanide anions as the nucleophiles using cyclic voltammetry (CV) and preparative electrolysis. The cyclic voltammetry experiments allow for the detection and characterization of the σ complexes and led us to a proposal for the mechanism of the oxidation step. Furthermore, the power of the CV technique in the analysis of the reaction mixture throughout the whole chemical and electrochemical process is described.
