The synthesis of novel crown ethers, part VII [1]. Coumarin derivatives ofbenzocrowns and cation binding from fluorescence spectra

Citation
C. Erk et al., The synthesis of novel crown ethers, part VII [1]. Coumarin derivatives ofbenzocrowns and cation binding from fluorescence spectra, J INCL P MA, 37(1-4), 2000, pp. 441-450
Citations number
17
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
ISSN journal
13883127 → ACNP
Volume
37
Issue
1-4
Year of publication
2000
Pages
441 - 450
Database
ISI
SICI code
1388-3127(200005)37:1-4<441:TSONCE>2.0.ZU;2-Q
Abstract
4-[3-(1-benzopyran-2-one)] derivatives of benzo[12]crown-4, benzo[15]crown- 5 and benzo-[18]crown-6 were synthesized from 4-[3-(1-benzopyran-2-one)]-1, 2-dihydroxy-benzene reacting with bis-ethyleneglycol dihalides or pentaethy lene glycol ditosylate in alkali carbonate/DMF/water. The original products were identified by high resolution EI-mass spectra as well as IR, H-1-NMR and C-13-NMR spectroscopy. The 1 : 1 binding constants of Mg2+, Li+, Na+ an d K+ with the coumarin-benzocrowns were estimated using fluorescence emissi on spectroscopy in acetonitrile. The complexing enhanced quenching fluoresc ence spectra (CEQFS) and complexing enhanced fluorescence spectra (CEFS) ex hibited the ion binding powers due to cationic recognition rules of the mac rocycles.