Colorimetric sensing of cyanide anion in aqueous media with a fluorescein-spiropyran conjugate

Shigehiro Sumiya, Takayuki Doi, Yasuhiro Shiraishi, Takayuki Hirai

Research output: Contribution to journalArticlepeer-review

44 Citations (Scopus)

Abstract

A fluorescein-spiropyran conjugate (2) behaves as a receptor for colorimetric sensing of cyanide anion (CN-) in aqueous media under irradiation of UV light. The compound 2, which exists as a spirocycle-closed (SP) form in the dark condition, is isomerized to the spirocycle-opened merocyanine (MC) form upon irradiation of UV light and shows absorption bands at 467 and 568 nm. Addition of CN- to the solution leads to a decrease in these bands and an appearance of new absorption band at 512 nm, via a nucleophilic interaction between CN- and the spirocarbon of MC form. This absorption change occurs selectively with CN- and enables ratiometric quantification of CN- by absorption analysis.

Original languageEnglish
Pages (from-to)690-696
Number of pages7
JournalTetrahedron
Volume68
Issue number2
DOIs
Publication statusPublished - 2012 Jan 14
Externally publishedYes

Keywords

  • Cyanide
  • Fluorescein
  • Receptor
  • Spiropyran
  • Water

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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