標題: | A dihydrogen phosphate selective anion receptor based on acylhydrazone and pyrazole |
作者: | Pandian, Thiravidamani Senthil Choi, Yusun Srinivasadesikan, Venkatesan Lin, Ming-Chang Kang, Jongmin 應用化學系 Department of Applied Chemistry |
公開日期: | 1-一月-2015 |
摘要: | A novel chromogenic anion receptor 1 based on acylhydrazone and pyrazole has been designed and synthesized. Chromogenic anion receptor 1 forms stable 1:1 complexes with dihydrogen phosphate (H2PO4-) and other halide (Cl-, Br-) anions in DMSO solution, as shown by UV-vis, fluorescence and H-1 NMR spectroscopic experiments. The pyrazole containing host 1 in the optimized geometry of the complex has been noted as planar. The planarity of the host with the H2PO4- anion resulted from four strong N-H center dot center dot center dot O and two weak C-H center dot center dot center dot O types of H-bonding. In total six H-bonding and the planarity of the host in the complex are responsible for the high binding energy. The addition of an excess of more basic anions (F- and CH3COO-) induces stepwise deprotonation, an event signalled by the appearance of a bright yellow color. The intensity of the fluorescence spectrum increases when hydrogen bonding occurs and decreases when deprotonation occurs, which is evidenced by fluorescence titrations. |
URI: | http://dx.doi.org/10.1039/c4nj01063a http://hdl.handle.net/11536/124224 |
ISSN: | 1144-0546 |
DOI: | 10.1039/c4nj01063a |
期刊: | NEW JOURNAL OF CHEMISTRY |
Volume: | 39 |
起始頁: | 650 |
結束頁: | 658 |
顯示於類別: | 期刊論文 |