jp9846328_si_001.pdf (33.05 kB)
Spectroscopic Study of a Symmetrical Bis-crown Fluoroionophore of the Diphenylpentadienone Series
journal contribution
posted on 1999-04-10, 00:00 authored by Nathalie Marcotte, Suzanne Fery-Forgues, Dominique Lavabre, Sylvie Marguet, Vasyl G. PivovarenkoA new fluoroionophore bearing two crown ethers on the conjugated system, 1,5-bis[4N-(aza-15-crown-5)phenyl]-1,4-pentadien-3-one (II), was synthesized together with model compound I where the crown ethers
are replaced by diethylamino groups. The behavior of molecules I and II in the presence of alkali and alkaline-earth perchlorates was investigated in acetonitrile solution by absorption and emission spectroscopy (including
picosecond techniques), mass spectrometry, and NMR spectroscopy. Two types of interaction must be
distinguished: on the one hand, the expected complexation of the crown ether moieties, which generated
strong spectroscopic effects with Na+, Li+, Ba2+, and Ca2+ ions, and on the other hand, an interaction between
the unsaturated ligand core and the cation, particularly noticeable with magnesium. The absorption data were
correctly fitted by taking into account three different stoichiometries and the corresponding association constants
were calculated. The emissive properties of the species involved were discussed.