Structure-alkali metal cation complexation relationships for macrocyclic PNP-lariat ether ligands

被引:19
作者
Bartsch, RA [1 ]
Lee, EK
Chun, SK
Elkarim, N
Brandt, K
Porwolik-Czomperlik, I
Siwy, M
Lach, D
Silberring, J
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
[2] Korea Univ, Dept Chem, Seoul 136701, South Korea
[3] Polish Acad Sci, Inst Polymer Chem, PL-41819 Zabrze, Poland
[4] Pedag Univ, Inst Chem & Environm Protect, PL-42201 Czestochowa, Poland
[5] Jagiellonian Univ, Fac Chem, PL-30060 Krakow, Poland
[6] Jagiellonian Univ, Reg Lab, PL-30060 Krakow, Poland
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2002年 / 03期
关键词
D O I
10.1039/b110415b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Water-insoluble, mono- and diarmed PNP-lariat ethers containing various aryloxy and regioisomerically-positioned binaphthylylenedioxy substituents linked to the phosphorus atoms of the cyclophosphazene ring via oxygen atoms are synthesized by regioselective, sodium ion-assisted arylolysis of tetrachloro-16-PNP-6 crown ether 1. Heterogeneously-substituted, mixed aryloxy-amino PNP-lariat ethers and bis-lariat ethers with two different substituents linked to the PNP-macrocycle via an oxygen and a nitrogen atom are prepared by stepwise arylolysis and aminolysis reactions of 1. The alkali-metal cation complexation behavior of the PNP-lariat ethers is evaluated in solvent polymeric membrane electrodes. The PNP-lariat and bis-lariat ethers exhibit pronounced selectivity for large alkali metal cations (Rb+ and Cs+) over small ones (Li+ and Na+). The selectivity is influenced by the configuration of the crown ether ring and the number of oxygen donor atoms in the ligand. For some PNP-lariat ethers, evidence for formation of 2 : 1 (ligand-metal ion) complexes with Rb+ and Cs+ is provided by ESI-MS.
引用
收藏
页码:442 / 448
页数:7
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