Anthracene-Containing Podands, Ion-Active Molecular Switches of Fluorescence Characteristics

2,2′-[Ethane-1,2-diylbis(oxy)]bis[ N -(anthracen-9-ylmethyl)ethanamine] and its bisphenylthiourea and bisthiourea derivatives have been synthesized. The diamine, being a certain analog of an aza-crown ether with an open chain, exhibits a 50 times increase in the relative fluorescence intensity ( off...

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Veröffentlicht in:Russian journal of organic chemistry 2018-08, Vol.54 (8), p.1117-1121
Hauptverfasser: Bren’, V. A., Tolpygin, I. E., Revinskii, Yu. V., Tikhomirova, K. S., Dubonosov, A. D.
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Sprache:eng
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Zusammenfassung:2,2′-[Ethane-1,2-diylbis(oxy)]bis[ N -(anthracen-9-ylmethyl)ethanamine] and its bisphenylthiourea and bisthiourea derivatives have been synthesized. The diamine, being a certain analog of an aza-crown ether with an open chain, exhibits a 50 times increase in the relative fluorescence intensity ( off-on process) in the presence of cadmium(II) cations. Bis(phenylthiourea) is a bifunctional fluorophore sensitive to mercury(II) cations (emission flaring) and fluoride anions (emission quenching). Anions F – , CN – , H 2 PO 4 – , and AcO – lead to a practically complete quenching of the fluorescent properties of the bis(thiourea) ( off-on process).
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428018080018