Detection of Biologically Important Anions in Aqueous Media by Dicationic Azaborines Bearing Ammonio or Phosphonio Groups

Not common sense, but specific: Dicationic azaborines bearing ammonio or phosphonio groups showed enhanced Lewis acidity as well as improved water solubility. Complexation between the azaborines and fluoride or cyanide ions was observed in aqueous media (see figure; DMSO= dimethyl sulfoxide). New ca...

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Veröffentlicht in:Chemistry : a European journal 2009-01, Vol.15 (20), p.5056-5062
Hauptverfasser: Agou, Tomohiro, Sekine, Masaki, Kobayashi, Junji, Kawashima, Takayuki
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Sprache:eng
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Zusammenfassung:Not common sense, but specific: Dicationic azaborines bearing ammonio or phosphonio groups showed enhanced Lewis acidity as well as improved water solubility. Complexation between the azaborines and fluoride or cyanide ions was observed in aqueous media (see figure; DMSO= dimethyl sulfoxide). New cationic triarylboranes bearing ammonio or phosphonio groups on the periphery were synthesized from a common intermediate, a dibromodibenzoazaborine. These cationic molecules are soluble in highly polar organic solvents as well as water, and they exhibit strong light absorption and photoluminescence emission in water. Complexation of the cationic azaborines with fluoride and cyanide ions in aqueous media proceeded and could be monitored by NMR, UV/Vis, and fluorescence spectroscopy. Not common sense, but specific: Dicationic azaborines bearing ammonio or phosphonio groups showed enhanced Lewis acidity as well as improved water solubility. Complexation between the azaborines and fluoride or cyanide ions was observed in aqueous media (see figure; DMSO= dimethyl sulfoxide).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.200802159