Click reaction of alkynylthiacalixarene with ethyl 2-azidoacetate, followed by ammonolysis with hydrazine hydrate and Schiff-base condensation with benzaldehyde or salicyic aldehyde, afforded two novel thiacalixarene derivatives containing multiple aromatic groups in yields of 86% and 90%. Their complexation properties for four organic dyes were investigated by liquid-liquid extraction experiments, complexation UV-Vis spectra and mass spectrum. The highest extraction percentage was 97% for Neutral red. The UV- Vis spectra and ESI-MS spectrum indicated the 1:1 complexes in DMSO solution. The association constants were as high as 1∼ 8 × 104 M−1. These complexation experiments showed that thiacalixarene receptors possess excellent complexation capabilities for dyes.
Volume 134, 2022
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