Protonation of anion radicals and dianions of some dinitro aromatics

Electrochemical investigations of antioxidant interactions with radical anion and dianion of 1,3-dinitrobenzene

“…At high antioxidant concentrations, irreversibility in both the reduction peaks was observed. These results are compatible with the mechanisms involving disproportionation of anion radicals into neutral species and their dianions, assisted by hydrogen bonding or protonation [17][18][19][20].…”

“…This suggests that the proton abstraction by the dianion from an antioxidant is much faster. A larger rate constant may involve an electron transfer process and for a species like 1,3-DNB dianion undergoing this type of interaction, it is expected that the dianion will transfer an electron easily [17]. However, the observed shape of the voltammograms vis a vis a positive shift in reduction peak with irreversibility in the present study demonstrates that interactions of antioxidants with dianion of 1,3-DNB correspond to protonation.…”

“…1,3-DNB shows two reversible reduction peaks in aprotic media [16,17]. Two reversible peaks correspond to one electron reduction processes.…”

Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods

“…The structures of these compounds are shown in Scheme 1. Unlike DNB whose electroreduction in aprotic [17,[36][37][38] and protic media [39][40][41] was examined in a number of researches, literature data on the electrochemical behavior of NNB and NPHA is lacking although they have been known for more than a century. As seen from Table 1, formal potentials of the formation of RA (E 0 1 ) of NNB isomers are considerably (from 0.24 to 0.41 V) more positive than potentials of corresponding DNB.…”

Thermodynamic and Kinetic Study for Protonation Reaction of Anion Radicals of Some Dinitroaromatics in Acetonitrile

“…However the main problem was in such studies is their instabilities. Electrochemical methods such as controlled potential electrolysis has been used in the generation of some reactive intermediates 3 , while electrolysis at microelectrodes, optical transparent electrode and minigrid electrode have been used to obtain ESR and optical spectra of some reactive intermediates [4][5][6][7] . For the study of the kinetics of reactions involving reactive intermediates such as protonation, electron transfer, atom abstraction, etc.…”