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Complexability of o-bisguanidinobenzenes with arsenic and phosphoric acids in solution and solid states, and the potential use of their immobilized derivatives as solid base ligands for metal salts and arsenic acid
Authors:Tomoya Ito  Koji Suda  Takuya Kumamoto  Waka Nakanishi  Toshiko Watanabe  Tsutomu Ishikawa  Hiroko Seki  Masatoshi Kawahata  Kentaro Yamaguchi  Yasumitsu Ogura  Kazuo T. Suzuki
Affiliation:1. Department of Medicinal Organic Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi, Inage, Chiba, 263-8522, Japan
2. Chemical Analysis Center, Chiba University, 1-33 Yayoi, Inage, Chiba, 263-8522, Japan
3. Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa, 769-2193, Japan
4. Department of Environmental Health, Graduate School of Pharmaceutical Sciences, Chiba University, 1-7-1, Inohana, Chuo, Chiba, 260-8522, Japan
Abstract:
The role of o-bisguanidinobenzenes (BGBs) as new Brønsted base ligands for arsenic and phosphoric acids was examined. In solution state, complexation was evaluated by Job’s plot in 1H NMR experiment, indicating a 1:1 complex formation, whereas in solid state crystalline structures of complexes obtained were addressed by X-ray crystallographic analysis and/or solid state 13C NMR experiment, in which 1:2 complexes between the BGB and the acid components were normally formed. Based on these results, Merrifield and Hypogel® resin-anchored BGBs were designed and prepared as the corresponding polymer-supported host ligands. Evaluation of their coordination ability with metal salts (ZnCl2 and CoCl2) and arsenic acid in aqueous media by ICP-MS showed that the latter Hypogel® resin-anchored BGBs acted as effective immobilized base ligands.
Keywords:
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