Synthesis and fluorescence properties of a 1,3-disubstituted thiacalix[4]arene crown-5 armed with phenothiazine moieties

A new thiacalix[4]arene phenothiazine derivative（2） based on a thiacalix[4]crown with a 1,3-alternate conformation has been synthesized and characterized. In THF-water mixture, Compound 2 exhibits a strong fluorescence emission, with a large Stokes shift（λex/em = 357 nm/505 nm, Δλ = 148 nm）, which h...

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Bibliographic Details
Published in:Science China. Chemistry 2015-03, Vol.58 (3), p.539-544
Main Authors: Sun, Qiang, Mu, Lan, Zeng, Xi, Zhao, JiangLin, Yamato, Takehiko, Zhang, JianXin
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Crystallography
Emission analysis
Fluorescence
Infrared spectra
Mass spectra
X射线晶体学
二取代
合成
吩噻嗪
杯芳烃
硫
荧光性质
金属离子
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Summary:A new thiacalix[4]arene phenothiazine derivative（2） based on a thiacalix[4]crown with a 1,3-alternate conformation has been synthesized and characterized. In THF-water mixture, Compound 2 exhibits a strong fluorescence emission, with a large Stokes shift（λex/em = 357 nm/505 nm, Δλ = 148 nm）, which helps to avoid interference in excitation and emission. For the metal ions tested, the fluorescence of Compound 2 was quenched only by Fe3＋ and Cr3＋ ions. Evidence for the hydrolysis reaction promoted by the metal ions is given by X-ray crystallography, mass spectra（MS）, infrared（IR） spectra, and fluorescence spectroscopy data.
ISSN:1674-7291
1869-1870
DOI:10.1007/s11426-014-5202-z