Bisphenol–based cyanide sensing: Selectivity, reversibility, facile synthesis, bilateral “OFF-ON” fluorescence, C2ν structural and conformational analysis

Zakir Ullah, Prasad M Sonawane, Thien S Nguyen, Mousumi Garai, David G Churchill, Cafer T Yavuz

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A structurally characterized novel dual–pocketed tetra–conjugated bisphenol–based chromophore (fluorescence = 652 nm) was synthesized in gram scale in ~90% yield from its tetraaldehyde. Highly selective, naked-eye detection of CN− (DMSO/H2O) was confirmed by interferent testing. A detection limit of 0.38 µM, within the permissible limit of CN− concentration in drinking water was achieved as mandated by WHO. The “reversibility” study shows potential applicability and reusability of Sen. Moreover, cost-effective and on-site interfaces, application tools such as fabricated cotton swabs, plastic Petri dishes, and filter papers further demonstrated the specific selectivity of Sen for the toxic CN−. In addition, an easily available and handy smartphone-assisted “Color Picker” app was utilized to help estimate the concentration of CN− ion present. A dual phenol deprotonation mechanism is active and supported by 1H NMR spectroscopic data and DFT calculation results.
Original languageEnglish (US)
Pages (from-to)119881
JournalSpectrochimica acta. Part A, Molecular and biomolecular spectroscopy
Volume259
DOIs
StatePublished - May 10 2021

ASJC Scopus subject areas

  • Instrumentation
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics
  • Analytical Chemistry

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