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