The electrochemical characterization of functionalized isoindolinones

Daniel E. Smith; Ashley J. Basson; Niamh J. Owen; Mark Potter; Mark G. McLaughlin; Kathryn E. Toghill

doi:10.1002/celc.202500044

The electrochemical characterization of functionalized isoindolinones

Daniel E. Smith
, Ashley J. Basson
, Niamh J. Owen
, Mark Potter
, Mark G. McLaughlin
, Kathryn E. Toghill^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

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Abstract

This study considers the electrochemical and physical properties of six functionalized isoindolinones, synthesized using a facile, green route. The compounds show redox activity at a highly negative potential with quasireversible redox potentials of ≈−2.8 V versus Fc/Fc⁺, a potential in the region of alkali metal deposition and intercalation. For those molecules with a specific structural motif, the electrochemical behavior is electrochemically quasireversible, attributed to the formation of a carbanion radical stabilized on the carbonyl group. The electrochemical properties of the reversible compounds are assessed, with the lead-performing compound extensively characterized galvanostatically to assess its candidacy for nonaqueous, high-voltage energy storage.

Original language	English
Article number	e202500044
Journal	ChemElectroChem
Volume	12
Issue number	12
Early online date	27 May 2025
DOIs	https://doi.org/10.1002/celc.202500044
Publication status	Published - 10 Jun 2025

Keywords

energy storage
molecular electrochemistry
reactive intermediates
redoxmers
voltammetry

ASJC Scopus subject areas

Catalysis
Electrochemistry

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10.1002/celc.202500044Licence: CC BY

The electrochemical characterization of functionalized isoindolinones
Copyright 2025 the authors. This is an open access article published under a Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
Final published version, 2.73 MBLicence: CC BY

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title = "The electrochemical characterization of functionalized isoindolinones",

abstract = "This study considers the electrochemical and physical properties of six functionalized isoindolinones, synthesized using a facile, green route. The compounds show redox activity at a highly negative potential with quasireversible redox potentials of ≈−2.8 V versus Fc/Fc+, a potential in the region of alkali metal deposition and intercalation. For those molecules with a specific structural motif, the electrochemical behavior is electrochemically quasireversible, attributed to the formation of a carbanion radical stabilized on the carbonyl group. The electrochemical properties of the reversible compounds are assessed, with the lead-performing compound extensively characterized galvanostatically to assess its candidacy for nonaqueous, high-voltage energy storage.",

keywords = "energy storage, molecular electrochemistry, reactive intermediates, redoxmers, voltammetry",

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doi = "10.1002/celc.202500044",

language = "English",

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AU - Smith, Daniel E.

AU - Basson, Ashley J.

AU - Owen, Niamh J.

AU - Potter, Mark

AU - McLaughlin, Mark G.

AU - Toghill, Kathryn E.

PY - 2025/6/10

Y1 - 2025/6/10

N2 - This study considers the electrochemical and physical properties of six functionalized isoindolinones, synthesized using a facile, green route. The compounds show redox activity at a highly negative potential with quasireversible redox potentials of ≈−2.8 V versus Fc/Fc+, a potential in the region of alkali metal deposition and intercalation. For those molecules with a specific structural motif, the electrochemical behavior is electrochemically quasireversible, attributed to the formation of a carbanion radical stabilized on the carbonyl group. The electrochemical properties of the reversible compounds are assessed, with the lead-performing compound extensively characterized galvanostatically to assess its candidacy for nonaqueous, high-voltage energy storage.

AB - This study considers the electrochemical and physical properties of six functionalized isoindolinones, synthesized using a facile, green route. The compounds show redox activity at a highly negative potential with quasireversible redox potentials of ≈−2.8 V versus Fc/Fc+, a potential in the region of alkali metal deposition and intercalation. For those molecules with a specific structural motif, the electrochemical behavior is electrochemically quasireversible, attributed to the formation of a carbanion radical stabilized on the carbonyl group. The electrochemical properties of the reversible compounds are assessed, with the lead-performing compound extensively characterized galvanostatically to assess its candidacy for nonaqueous, high-voltage energy storage.

KW - energy storage

KW - molecular electrochemistry

KW - reactive intermediates

KW - redoxmers

KW - voltammetry

U2 - 10.1002/celc.202500044

DO - 10.1002/celc.202500044

M3 - Article

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SN - 2196-0216

VL - 12

JO - ChemElectroChem

JF - ChemElectroChem

IS - 12

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ER -

The electrochemical characterization of functionalized isoindolinones

Abstract

Keywords

ASJC Scopus subject areas

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