Reinvestigation of 2,2,6,6-tetramethylpiperidine-1-oxoammonium mono- and tribromide: From old compounds to new findings

•Bromides of TEMPO+ have promising perspectives for use in modern energy storage devices.•Oxidation of TEMPO with Br2 in organic solvents gives only TEMPO+Br3− (but not TEMPO+Br−!).•TEMPO+Br3− decay with TEMPOH2+ formation was observed in TFA, CDCl3 and CD3CN.•TEMPO+Br− exists only in aqueous soluti...

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Bibliographic Details
Published in:Results in Chemistry 2021-01, Vol.3, p.100214, Article 100214
Main Authors: Ponedel'kina, Irina Y., Khaybrakhmanova, Elvira A., Tyumkina, Tatyana V.
Format: Article
Language:English
Subjects:
2-2-6-6-Tetramethylpiperidine-1-oxoammonium salts
Mono- and tribromide
Nitroxyl radical TEMPO
TEMPO+Br3−/TEMPO charge transfer complexes
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Summary:•Bromides of TEMPO+ have promising perspectives for use in modern energy storage devices.•Oxidation of TEMPO with Br2 in organic solvents gives only TEMPO+Br3− (but not TEMPO+Br−!).•TEMPO+Br3− decay with TEMPOH2+ formation was observed in TFA, CDCl3 and CD3CN.•TEMPO+Br− exists only in aqueous solution and can be obtained by dissolving CTC TEMPO+Br3−/2TEMPO.•The redox transformation of TEMPO+Br− into CTC was observed for the first time. The preparation and characteristics of 2,2,6,6-tetramethylpiperidine-1-oxoammonium bromides, old compounds with promising perspectives for use in modern energy storage devices, were reinvestigated. Moreover, their redox transformations, previously unreported, were revealed.
ISSN:2211-7156
2211-7156
DOI:10.1016/j.rechem.2021.100214