Investigation of desilylation in the recognition mechanism to fluoride by a 1,8-naphthalimide derivative

Jeeun Woo, Gunwoo Kim, Kevanie Quintero, Michael P. Hanrahan, Hector Palencia, Haishi Cao

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A reaction-based chemosensor (AF-1) was designed, synthesized and applied as an optical approach for quantitative measurement of F- in MeCN. In the presence of F-, selective fluoride-assisted desilylation instantly gave colorimetric and fluorogenic signals, providing a dual-optical channel for the detection of F-. 1H NMR titration was carried out to investigate the desilylation process, revealing F- triggered rapid cleavage of Si-O bond in trimethylsilyl ether. AF-1 exhibited high sensitivity and selectivity to F- over other anions. The detection limit to F- was calculated to be 0.05 ppm. This journal is

Original languageEnglish (US)
Pages (from-to)8275-8279
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number41
DOIs
StatePublished - Nov 7 2014

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Naphthalimides
Titration
Fluorides
Ether
Anions
fluorides
Limit of Detection
Nuclear magnetic resonance
Derivatives
titration
cleavage
ethers
selectivity
anions
nuclear magnetic resonance
sensitivity
chemosensor 1
Proton Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Investigation of desilylation in the recognition mechanism to fluoride by a 1,8-naphthalimide derivative. / Woo, Jeeun; Kim, Gunwoo; Quintero, Kevanie; Hanrahan, Michael P.; Palencia, Hector; Cao, Haishi.

In: Organic and Biomolecular Chemistry, Vol. 12, No. 41, 07.11.2014, p. 8275-8279.

Research output: Contribution to journalArticle

Woo, Jeeun ; Kim, Gunwoo ; Quintero, Kevanie ; Hanrahan, Michael P. ; Palencia, Hector ; Cao, Haishi. / Investigation of desilylation in the recognition mechanism to fluoride by a 1,8-naphthalimide derivative. In: Organic and Biomolecular Chemistry. 2014 ; Vol. 12, No. 41. pp. 8275-8279.
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