Halide Ions Complex and Deprotonate Dipicolinamides and Isophthalamides: Assessment by Mass Spectrometry and UV−Visible Spectroscopy

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• 作者：I. Alexandru Carasel ; Carl R. Yamnitz ; Rudolph K. Winter ; George W. Gokel
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：December 3, 2010
• 年：2010
• 卷：75
• 期：23
• 页码：8112-8116
• 全文大小：756K
• 年卷期：v.75,no.23(December 3, 2010)
• ISSN：1520-6904

文摘

The F⁻, Cl⁻, and Br⁻ binding selectivity of bis(p-nitroanilide)s of dipicolinic and isophthalic acids was studied by using competitive electrospray mass spectrometry and UV−Visible spectroscopy. Both hosts prefer binding Cl⁻ over either F⁻ or Br⁻. Host deprotonation was observed to some extent in all experiments in which the host was exposed to halide ions. When F⁻ was present, host deprotonation was often the major process, whereas little deprotonation was observed by Cl⁻ or Br⁻, which preferred complexation. A solution of either host changed color when mixed with a F⁻, H₂PO₄⁻, di- or triphenylacetate solution.