Redox behaviour of phenothiazine and phenazine in organic solvents

Paduszek, Barbara; Kalinowski, Marek K.

doi:10.1016/0013-4686(83)85057-9

Cited by 54 publications

(22 citation statements)

References 14 publications

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“…Some authors have stated that the nitrogen atom in the phenothiazine cation radical is a center of the strongest Lewis acidity and that this property probably leads to strong coordinating interactions of the solvent molecules. [25]…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic and electrochemical properties of 2-aminophenothiazine

Piñero¹,

Calderón²,

Rodríguez³

et al. 2008

Journal of Photochemistry and Photobiology A: Chemistry

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Phenothiazines derivatives are versatile compounds that are used in many fields, depending on the type and position of the substitution on the parent molecule. The photochemical, photophysical and electrochemical properties of several phenothiazine derivatives have been previously reported in detail. However, no reports have been presented for 2-aminophenothiazine (APH), a candidate that provides for the further chemical modification and the introduction of specific substituents. In this work, the photophysical and electrochemical properties of APH were measured in acetonitrile. The APH ground state absorption and fluorescence spectrum (φf < 0.01) are similar to the corresponding that of PH parent molecule. A mono exponential decay fluorescence lifetime of 0.65 ns was determined for APH in acetonitrile. Characterization of the 355 nm nanosecond laser flash photolysis transient species reveals the presence of the triplet-triplet transient intermediate with a high intersystem crossing quantum yield (φT = 0.72 ± 0.07), indicating that the APH main excited state deactivation channel is intersystem crossing. The oxidation potential of APH is lower than phenothiazine parent molecule ((0.38 V vs 0.69 V vs Ag/AgCl(sat)). Altogether, these results show that APH has photochemical and photophysical properties similar to the phenothiazine parent molecule, but with the possibility of providing an amino functionality at 2-position for further chemical modification.

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Section: Resultsmentioning

confidence: 99%

Spectroscopic and electrochemical properties of 2-aminophenothiazine

Piñero¹,

Calderón²,

Rodríguez³

et al. 2008

Journal of Photochemistry and Photobiology A: Chemistry

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“…Note that the redox potential of the OER mediator can vary depending on the environment, such as the solvent type and additives in the electrolyte. 53,135 This result is due to the possibly distinct solvation stability of the OER mediator and (OER mediator) + . When the (OER mediator) + forms a more stable solvated complex with one particular electrolyte over another, the (OER mediator)/(OER mediator) + redox potential would differ in the two electrolytes.…”

Section: Catalysts For Oxygen Evolution Reactionsmentioning

confidence: 99%

Reaction chemistry in rechargeable Li–O₂batteries

et al. 2017

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“…an electron-rich tricyclicn itrogen/sulfur heterocycle, whiche xhibits p-type redox behavior with high oxidation potential leadingt op otentially higherc ell voltage. [24,25] The general stability of the radical-cation state of phenothiazine derivatives has enabled their incorporation as one-electron donors in av ariety of electronic and electrochemical devices.L ong-term stability of the phenothiazine radical cation in its solid-state has arousedr evived attention for electrochemical applications. [26][27][28] Owing to their redox properties, these molecules have been used essentially as redox shuttles in LiFePO 4 -based LIBs but rarely as redox materials themselves.…”

Section: Introductionmentioning

confidence: 99%