M. Bulut, Ç. Erk
Nov 1, 2001
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0
Influential Citations
18
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
3-Phenyl- and 3-(p-methoxyphenyl)-7,8-dihydroxy and -6,7-dihydroxychromenones were prepared from ethyl 3-oxo-2-phenylpropanoate, ethyl 3-oxo-2-(4-methoxyphenyl)-propanoate and the trihydroxy benzenes in H2SO4. 3-Aryl-7,8- and 3-aryl-6,7-dihydroxy-2H-chromenones reacted with the bis-dihalides of poly-glycols in DMF/MeCO3 to afford 12-Crown-4, 15-Crown-4 and 18-Crown-6-chromenones. The products were identified with IR, 1H NMR, low and high resolution mass spectroscopy and elemental analysis. Some 1:1 cation association constants, Kb, of the 3-phenyl chromenone crown ethers with Li+, Na+, K+ and Rb+ cations were studied by steady state emission fluorescence spectroscopy; Kb chromenone-crown complexes displayed crown ether-cation binding selectivity rules properly in acetonitrile.