The Synthesis of Novel Crown Ethers, Part VII [1]. Coumarin Derivatives of Benzocrowns and Cation Binding from Fluorescence Spectra

4-3-(1-benzopyran-2-one)] derivativesof benzo12]crown-4, benzo15]crown-5 andbenzo-18]crown-6 were synthesized from4-3-(1-benzopyran-2-one)]-1,2-dihydroxy-benzenereacting with bis-ethyleneglycol dihalides orpentaethylene glycol ditosylate in alkali carbonate/DMF/water. The original products were identified byhigh resolution EI-mass spectra as well as IR,¹H-NMR and ¹³C-NMR spectroscopy. The 1 : 1binding constants of Mg²⁺, Li⁺, Na⁺ andK⁺ with the coumarin-benzocrowns were estimated usingfluorescence emission spectroscopy in acetonitrile.The complexing enhanced quenching fluorescence spectra(CEQFS) and complexing enhanced fluorescence spectra(CEFS) exhibited the ion binding powers due tocationic recognition rules of the macrocycles.