Fluorogenic detection of cyanide ions in pure aqueous media through intramolecular crossed-benzoin reaction: limitations unveiled and possible solutions

25 July 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Reaction-based fluorogenic sensing of lethal cyanide anion in aqueous matrices remains a big challenge. We have revisited the approach proposed by the Kim group (Chem. Commun. 2015, 51, 7709-7712) and highlighted its limitations related to poor aqueous stability of probes and impossibility to achieve molecular amplification despite the assumed catalytic activation mechanism. Self-immolative linker strategies were considered to obtain usable cyanide-responsive chemodosimeters and statistical analyses of fluorescence data have been deepened to accurately delineate their sensing performances, especially limit of detection (LOD).

Keywords

coumarin
crossed-benzoin reaction
cyanide
fluorescent probe
resorufin
self-immolative linker

Supplementary materials

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Supporting Information
Description
Experimental details related to photophysical characterisations, fluorescence-based in vitro assays and HPLC-MS analyses, synthetic procedures and analytical data of synthesised compounds.
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