SIDE ARM EFFECTS ON CATION-BINDING, EXTRACTION, AND TRANSPORT FUNCTIONS OF OLIGOPYRIDINE-FUNCTIONALIZED AZA-CROWN ETHERS

被引:78
作者
TSUKUBE, H [1 ]
UENISHI, J [1 ]
HIGAKI, H [1 ]
KIKKAWA, K [1 ]
TANAKA, T [1 ]
WAKABAYASHI, S [1 ]
OAE, S [1 ]
机构
[1] OKAYAMA UNIV SCI,FAC SCI,DEPT CHEM,OKAYAMA 700,JAPAN
关键词
D O I
10.1021/jo00068a038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new series of lariat ethers and double-armed crown ethers was prepared in which oligopyridine-functionalized side arms were attached as secondary donor sites. A novel preparative method of oligopyridine derivatives was successfully applied to the synthesis of these crown ethers. Introduction of an oligopyridine-functionalized side arm into the crown ether system, if of the proper chain length and geometrical arrangement, significantly offered three-dimensional complexation with various metal cations suitable for extraction and transport. Liquid-liquid extraction, C-13-NMR binding, and liquid membrane transport experiments revealed that the present type of double-armed crown ethers exhibited cation-binding abilities superior to corresponding lariat ethers.
引用
收藏
页码:4389 / 4397
页数:9
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