Journals / Turkish Journal of Chemistry / 2010 / Cilt: 34 - Sayı: 5

Convenient synthesis and anion recognition property of acylhydrazone-based molecular tweezer receptors

Pages
731–737
Publication Date
2010-05-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The results showed that the receptors 1, 2, and 3 all had a better selectivity for F- and CH3COO-, but no evident binding with Cl-, Br-, I-, NO3-, H2PO4-, or HSO4-.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Three acylhydrazone-based compounds were designed as novel neutral sensors for anions, and synthesized by simple steps in good yields.
📊
Key Findings & Data:Their anion recognition properties were studied by UV-vis and 1H-NMR spectroscopy.
💡
Conclusion & Impact:The results showed that the receptors 1, 2, and 3 all had a better selectivity for F- and CH3COO-, but no evident binding with Cl-, Br-, I-, NO3-, H2PO4-, or HSO4-.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Anion recognition · molecular tweezer · acylhydrazone

Abstract

Three acylhydrazone-based compounds were designed as novel neutral sensors for anions, and synthesized by simple steps in good yields. Their anion recognition properties were studied by UV-vis and 1H-NMR spectroscopy. The results showed that the receptors 1, 2, and 3 all had a better selectivity for F- and CH3COO-, but no evident binding with Cl-, Br-, I-, NO3-, H2PO4-, or HSO4-. The results indicated that anion recognition was achieved via convergent hydrogen bond interactions from acylhydrazone functionality on the side arms. The UV-vis data indicated that a 1:1 stoichiometry complex was formed between compounds 1, 2, or 3 and anions. The binding and selectivity were also tuned by the change of the place of the nitro group attached to the phenyl. Moreover, receptor 3 can act as the colorimetric sensor for such anions as F- and CH3COO-, and the recognition mechanism and binding mode were discussed.

Özet

Three acylhydrazone-based compounds were designed as novel neutral sensors for anions, and synthesized by simple steps in good yields. Their anion recognition properties were studied by UV-vis and 1H-NMR spectroscopy. The results showed that the receptors 1, 2, and 3 all had a better selectivity for F- and CH3COO-, but no evident binding with Cl-, Br-, I-, NO3-, H2PO4-, or HSO4-. The results indicated that anion recognition was achieved via convergent hydrogen bond interactions from acylhydrazone functionality on the side arms. The UV-vis data indicated that a 1:1 stoichiometry complex was formed between compounds 1, 2, or 3 and anions. The binding and selectivity were also tuned by the change of the place of the nitro group attached to the phenyl. Moreover, receptor 3 can act as the colorimetric sensor for such anions as F- and CH3COO-, and the recognition mechanism and binding mode were discussed.

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Cite This Article

REN, H., ZHAO, M., WANG, Y. (2010). Convenient synthesis and anion recognition property of acylhydrazone-based molecular tweezer receptors. Turkish Journal of Chemistry, Cilt: 34 - Sayı: 5, 731–737. https://ajindex.com/articles/185115

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