Synthesis and fluorescence properties of a 1,3-disubstituted thiacalix4arene crown-5 armed with phenothiazine moieties

摘要

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.