Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Anion Sensing Properties of New Colorimetric Chemosensors Based on Thiourea and Urea Moieties

  • Kim, Dong-Wan (Department of Chemistry (BK21) and Research Institute Science, Gyeongsang National University) ;
  • Kim, Jung-Hwan (Department of Chemistry (BK21) and Research Institute Science, Gyeongsang National University) ;
  • Hwang, Jae-Young (Department of Chemistry (BK21) and Research Institute Science, Gyeongsang National University) ;
  • Park, Jong-Keun (Department of Chemistry Education and Research Institute of Natural Science, Gyeongsang National University) ;
  • Kim, Jae-Sang (Department of Chemistry (BK21) and Research Institute Science, Gyeongsang National University)
  • Received : 2011.11.23
  • Accepted : 2011.12.26
  • Published : 2012.04.20
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Abstract

A new colorimetric sensors containing thiourea (1-(4-nitrophenyl)-3-quinolin-6-ylthiourea; 1) and urea(1-(4-nitrophenyl)-3-quinolin-6-ylurea; 2) moieties for fluoride were designed and synthesized. These simple receptors were characterized their stoichiometry, and investigates the mechanism of their selectivity as anion receptors. The addition of tetrabutylammonium fluoride salts to the solution of receptors caused a dramatically and clearly observable color changes from colorless to yellow. To examine their application as anion receptors by UV-vis and $^1H$ NMR spectroscopy results revealed their higher selectivity for fluoride ion than other anions. The receptors and fluoride ion formed a 1:1 stoichiometry complex through strong hydrogen bonding interactions in the first step, followed by a process of deprotonation in presence of an excess of $F^-$ in DMSO solvent.

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