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http://dx.doi.org/10.5012/bkcs.2014.35.7.2025

Dihydrogen Phosphate Selective Anion Receptor Based on Acylhydrazone  

Pandian, T. Senthil (Department of Chemistry, Sejong University)
Kang, Jongmin (Department of Chemistry, Sejong University)
Publication Information
Bulletin of the Korean Chemical Society / v.35, no.7, 2014 , pp. 2025-2028 More about this Journal
Abstract
Anion receptor 1 based on acylhydrazone has been designed and synthesized. UV-vis and $^1H$ NMR titration showed that receptor 1 is selective receptor for dihydrogen phosphate ($H_2PO_4{^-}$). Dihydrogen phosphate was complexed by the receptor 1 via at least 4 hydrogen bonding interactions, contributing from two amide N-Hs and two imine C-Hs. In addition, nitrogen in the aromatic ring could make 2 additional hydrogen bondings with OH groups in the dihydrogen phosphate. However, the receptor 1 could make only 4 hydrogen bonds with halides. Therefore, receptor 1 could bind anions through hydrogen bonds with a selectivity in the order of $H_2PO_4{^-}$ > $Br^-$ > $Cl^-$ in highly polar solvent such as DMSO.
Keywords
Anion receptor; Acylhydrazone; Hydrogen bonds;
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