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Electrochemical Bromide Sensing with a Halogen Bonding [2]Rotaxane
Author(s) -
Lim Jason Y. C.,
Beer Paul D.
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801571
Subject(s) - chemistry , bromide , rotaxane , ferrocene , halide , halogen , electrochemistry , halogen bond , chloride , redox , aqueous solution , molecule , polymer chemistry , solvent , inorganic chemistry , combinatorial chemistry , photochemistry , organic chemistry , alkyl , supramolecular chemistry , electrode
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. 1 H 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.