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Title: Simple anion receptor with imidazole and phenol groups: Forming hydrogen-bond complex with Cl⁻
Authors: Chen, Huamei
Lin, Hai
Cai, Zunsheng
Lin, Huakuan
Issue Date: May-2007
Publisher: CSIR
Abstract: A simple anion receptor 2'-(2"-hydroxy-3"-methoxyphenyl)imidazo[4',5'-f]-1, 10-phenanthroline[5,6-f] (1) with imidazole and phenol groups has been synthesized and its interaction investigated with anions (F⁻, Cr⁻, Br⁻, I⁻, AcO⁻ and H₂PO₄⁻) by UV -vis and ¹H NMR titrations. Added with Cl⁻, the change of UV -vis spectra of 1 is different from that of added AcO⁻,F⁻ and H₂PO₄⁻. Also, the change of ¹H NMR titration spectra of 1 with Cl⁻ is different from that of added AcO⁻, F⁻ and H₂PO₄⁻, 1 forms supramolecular complex with Cl⁻ as a receptor and is deprotonated with AcO⁻, F⁻ and H₂PO₄⁻ as a colormetric sensor. The receptor forms H-bond complex with Cl⁻ by NH of imidazole, Hc' of phenanthroline and H₁ of phenyl. As an acid proton donor, the protons of NH of imidazole and OH of phenol are too acidic to form hydrogen-bond complex with AcO⁻, F⁻ and H₂PO₄⁻. So, the interaction of 1 with AcO⁻, H₂PO₄⁻ and F⁻ is acid-basic reaction. The affinity to anions of NH is dramatically more powerful than that of OH.
Page(s): 748-754
ISSN: 0376-4710
Appears in Collections:IJC-A Vol.46A(05) [May 2007]

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