606-35-9Relevant articles and documents
Oxygen carriers based on electrochemically reduced trinitroarenes
Gallardo, Iluminada,Guirado, Gonzalo
, p. 4456 - 4462 (2008)
1,3,5-Trinitrobenzene, 2,4,6-trinitrotoluene and 1-methoxy-2,4,6- trinitrobenzene undergoes reversible dimerization, after electrochemical reduction of two units of corresponding anion radical. The π-dimer formed captures molecular oxygen (O2)
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.
The activation of SNAr reactions by the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3
Boiko, V. N.,Kirii, N. V.,Yagupolskii, L. M.
, p. 119 - 124 (2007/10/03)
The chlorine lability of the 2-nitrochlorobenzene derivative which contains the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3 in position 4 has been compared with the analogous 4-trifluoromethylsulphonyl derivative and picryl chloride in nucleophilic substitution.During interaction with hard nucleophilic agents, the effect of one superstrong substituent approximately corresponds to the influence of two nitro groups in positions 2 and 4.With soft reagents, picryl chloride is more active than the compound containing the CF3S(O)=NSO2CF3 group, polarizable only with difficulty.