The syntheses, structures and spectroelectrochemical properties of 6-oxo-verdazyl derivatives bearing surface anchoring groups

Varshini J. Kumar, Jian Zhong Wu*, Martyna Judd, Elodie Rousset, Marcus Korb, Stephen A. Moggach, Nicholas Cox, Paul J. Low*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    8 Citations (Scopus)

    Abstract

    A series of 6-oxo-verdazyl radicals functionalised at the 1-and 5-positions by tolyl, thioanisole and iodophenyl groups were synthesised using conventional strategies. Facile Sonogashira cross-coupling reactions of terminal alkynes with the diiodo derivative were used for synthetic elaboration of the verdazyl core structure with π-conjugated ethynyl groups. The radicals were characterised by EPR spectroscopy, single-crystal X-ray diffraction, cyclic voltammetry and optical spectroscopy. The chemically and electrochemically reversible oxidation and reduction of these radicals within a convenient redox window permitted further studies on the closed-shell cationic and anionic forms using spectroelectrochemical methods, supported by (TD-)DFT calculations.

    Original languageEnglish
    Pages (from-to)1896-1915
    Number of pages20
    JournalJournal of Materials Chemistry C
    Volume10
    Issue number5
    DOIs
    Publication statusPublished - 7 Feb 2022

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