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Full Paper
Detection of Biologically Important Anions in Aqueous Media by Dicationic Azaborines Bearing Ammonio or Phosphonio Groups
Article first published online: 26 MAR 2009
DOI: 10.1002/chem.200802159
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Agou, T., Sekine, M., Kobayashi, J. and Kawashima, T. (2009), Detection of Biologically Important Anions in Aqueous Media by Dicationic Azaborines Bearing Ammonio or Phosphonio Groups. Chemistry - A European Journal, 15: 5056–5062. doi: 10.1002/chem.200802159
Publication History
- Issue published online: 4 MAY 2009
- Article first published online: 26 MAR 2009
- Manuscript Revised: 26 JAN 2009
- Manuscript Received: 18 OCT 2008
Funded by
- Grants-in-Aid for The Global COE Program for Chemical Innovation and for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology of Japan
Keywords:
- analytical methods;
- azaborines;
- cyanides;
- fluorides;
- main group elements;
- sensors
Graphical Abstract
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).
Abstract
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.