Kurahashi Kensuke, Umetani Shigeo, Sohrin Yoshiki
Institute for Chemical Research, Kyoto University, Uji, Kyoto, Japan.
Anal Sci. 2008 Feb;24(2):225-9. doi: 10.2116/analsci.24.225.
Novel 4-acyl-5-pyrazolones having aza-15-crown-5 (HPMP-A15C5) and aza-18-crown-6 (HPMP-A18C6) moieties as an intramolecular synergist have been synthesized by simple coupling reactions between 1-phenyl-3-methyl-4-chloroacetyl-5-pyrazolone and the corresponding azacrown ethers. The solvent extraction of the divalent metal ions (Mn(2+), Co(2+), Ni(2+), Cu(2+), Zn(2+), Cd(2+) and Pb(2+)) were examined. Synergistic extractions with 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone (HPMBP) and benzocrown ethers were also examined for a comparison. Extractions with the novel acylpyrazolones were unique and quite different from those with HPMBP and benzocrown ethers. The synergistic effect with benzocrown ethers was low, and an obvious difference brought by the ring size was not observed. The extractions of the divalent metal ions with HPMP-A18C6 were generally enhanced, as compared to those alone with HPMBP; on the contrary, the extractions with HPMP-A15C5 were relatively poor.
已通过1-苯基-3-甲基-4-氯乙酰基-5-吡唑啉酮与相应氮杂冠醚之间的简单偶联反应，合成了具有氮杂-15-冠-5（HPMP-A15C5）和氮杂-18-冠-6（HPMP-A18C6）部分作为分子内增效剂的新型4-酰基-5-吡唑啉酮。研究了二价金属离子（Mn(2+)、Co(2+)、Ni(2+)、Cu(2+)、Zn(2+)、Cd(2+)和Pb(2+)）的溶剂萃取。还研究了与1-苯基-3-甲基-4-苯甲酰基-5-吡唑啉酮（HPMBP）和苯并冠醚的协同萃取以作比较。新型酰基吡唑啉酮的萃取具有独特性，与HPMBP和苯并冠醚的萃取有很大不同。与苯并冠醚的协同效应较低，未观察到环大小带来的明显差异。与单独使用HPMBP相比，HPMP-A18C6对二价金属离子的萃取通常有所增强；相反，HPMP-A15C5的萃取效果相对较差。
