Synthesis of crownophanes possessing three pyridine rings

被引:5
|
作者
Inokuma, Seiichi [1 ]
Yatsuzuka, Takayaki [1 ]
Ohtsuki, Shinji [1 ]
Hino, Shota [1 ]
Nishimura, Jun [1 ]
机构
[1] Gunma Univ, Grad Sch Engn, Dept Nanomat Syst, Kiryu, Gunma 3768515, Japan
关键词
crown compound; cyclophane; extraction; Ag+-selective ionophore; 2+2] photocycloaddition;
D O I
10.1016/j.tet.2007.03.099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel crownophanes with three pyridine moieties (pyridinocrownophanes 4 and 5) were prepared by means of intramolecular [2+2] photocycloaddition of vinylpyridine derivatives. In the liquid-liquid extraction of heavy metal cations, 4 and 5 exhibited high efficiency toward Ag+. Comparing the high extractability and complexing stability constant for Ag+ to those of the corresponding pyridinocrownophanes 2 and 3 and observing the H-1 NMR spectra in the presence of Ag+. the ethereal oxygen atoms and the three nitrogen atoms were found efficiently and cooperatively to act as ligating sites. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5088 / 5094
页数:7
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