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Detection of Biologically Important Anions in Aqueous Media by Dicationic Azaborines Bearing Ammonio or Phosphonio Groups
Author(s) -
Agou Tomohiro,
Sekine Masaki,
Kobayashi Junji,
Kawashima Takayuki
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200802159
Subject(s) - chemistry , cationic polymerization , aqueous solution , fluoride , cyanide , polymer chemistry , inorganic chemistry , photochemistry , organic chemistry
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.