SYNTHESES OF AND METAL CATION OSCILLATION IN IONOPHORIC BISCALIX[4] ARENES

被引:23
作者
OHSETO, F [1 ]
SHINKAI, S [1 ]
机构
[1] RES DEV CORP JAPAN,ERATO,CHEMIRECOGN PROJECT,KURUME,FUKUOKA 830,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 06期
关键词
D O I
10.1039/p29950001103
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of biscalix[4]arenes (2(n)) doubly-bridged with oxyethylene chains at the lower rim have been synthesized. As in conventional ionophoric monocalix[4]arene derivatives, these-compounds showed ion selectivity towards Na+. The H-1 NMR spectroscopic studies established that Na+ and Kf ions complexed with 2(n) oscillate intramolecularly between two calix[4]arene ionophoric sites. Two coalescence temperatures were found in the temperature-dependent 1H NMR spectra in the presence of these metal; cations: the coalescence for the intermolecular metal exchange appears at a high temperature region whereas the coalescence for the intramolecular metal oscillation appears at a low temperature region. These two processes could be discriminated by the difference in the concentration dependence: the intermolecular process is concentration-dependent whereas the intramolecular process is concentration-independent. This is a unique dynamic system in which metal cations jump from one ionophoric site to another ionophoric site in biscalix[4]arenes in the NMR time-scale.
引用
收藏
页码:1103 / 1109
页数:7
相关论文
共 30 条
[1]  
Gutsche C.D., Calixarenes, Royal Society of Chemistry, (1989)
[2]  
Vicens Bomer V., Calixarenes, (1991)
[3]  
Shinkai S., Tetrahedron, 49, (1993)
[4]  
Arduini A., Pochini A., Reverberi S., Ungaro R., Andreetti G.D., Ugozzoli F., Tetrahedron, 42, (1986)
[5]  
Andreetti G.D., Calestani G., Ugozzoli F., Arduini A., Ghidini E., Pochini A., Ungaro R., J. Incl. Phenom, 5, (1987)
[6]  
Chang S.-K., Cho I., J. Chem. Soc, Perkin Trans, 1, (1986)
[7]  
Arnaud-Neu F., Collins E.M., Deasy M., Ferguson G., Harris S.J., Kaitner B., Lough A.J., McKervey M.A., MaRques E., Ruhl B.L., Schwing-Weill M.J., Seward E.M., J Am. Chem. Soc, 111, (1989)
[8]  
Shinkai S., Edamitsu S., Arimura T., Manabe O., Bull. Chem. Soc. Jpn, 62, (1989)
[9]  
Sakaki T., Harada H., Deng G., Kawabata H., Kawahara Y., Shinkai S., J. Incl. Phenom, 14, (1992)
[10]  
Iwamoto K., Yanagi A., Araki Shinkai S., Chem. Lett, (1991)