Electrochemistry in aprotic solvents containing anhydrous perchloric acid: Electroreduction behavior of quinones

Voltammetric reduction of perinaphthenone in aqueous and non-aqueous media: An electrochemical ESR investigation

“…10a) and therefore cannot realistically rationalise the appearance of wave III. A more likely reaction of the dianion is protonation since a dianionic carbanion is likely to be a very strong base indeed [34]. Possible proton donors present in solution are water (present in trace amounts in the acetonitrile solvent) and the supporting tetrabutylammonium cations (present in a large excess).…”

Correlation of voltammetric behavior of α-hydroxy and α-methoxy quinones with the change of acidity level in acetonitrile

“…PZ has no amino group on the C 5 , and under the same conditions in the electrolytic medium, exhibits only one electroreduction wave prior to peak I 0 c (Fig. 4) [52,52]. The presence of the amino group helps to stabilize the diprotonated species; however, evidence was found of diprotonation in non-nitrogenated quinones, i.e.…”

“…(12)- (14). Meanwhile, the protonation of the amine group provokes a decrease in the transmission of electronic density from the aromatic ring to the quinone ring, causing that the reduction of the protonated quinone to be displaced to less negative potentials (peak IV 0 c ) [52,53].…”

“…However, it has been determined that extremely acid media are required to achieve the second protonation of quinones [52]. This second protonation of pMeOPQOH could be due to the protonation of an amino group present at the C 5 position of the quinoid ring.…”

The Quest for Molecular Grippers: Photo‐Electric Control of Molecular Gripping Machinery

“…The capability of quinones to adopt multiple redox states provided the basis for such development (Figure c), as the quinone‐based cavitands could potentially perform the desired conformational switch in three different redox states ( Q , SQ , and HQ ) . To achieve the objective of effectively altering the properties electrochemically with a fast response time, we set out to establish systems that operate in aprotic environments by using the SQ radical anion …”