4.5 Article

Electrochemical Bromide Sensing with a Halogen Bonding [2]Rotaxane

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 21, Pages 3433-3441

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201801571

Keywords

Halogen bonding; Rotaxanes; Electrochemistry; Anion sensing; Bromide

Funding

  1. Agency for Science, Technology and Research (A*STAR)

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The selective electrochemical sensing of heavy halides, such as bromide, over more charge-dense counterparts, like chloride, using mechanically-interlocked structures remains a formidable challenge. Using the active-metal templation methodology, the first redox-active ferrocene-appended rotaxane containing an all-halogen bonding anion binding cavity was synthesised. H-1 NMR binding studies in aqueous-organic solvent media demonstrated a marked recognition bias for heavy halides, facilitating the selective redox sensing of bromide over chloride to be demonstrated for the very first time with an interlocked host molecule.

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