Synthesis of stilbene crown ether p-tert-butylcalix[4]arenes

被引:15
|
作者
Sukwattanasinitt, M [1 ]
Rojanathanes, R [1 ]
Tuntulani, T [1 ]
Sritana-Anant, Y [1 ]
Ruangpornvisuti, V [1 ]
机构
[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Res Inst Organ Synth, Bangkok 10330, Thailand
关键词
D O I
10.1016/S0040-4039(01)00945-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photo-switch able calixarene crown ether derivatives were synthesized in order to control the ring sizes and shapes of ionophores by isomerization between two different geometrical isomers. Five stilbene crown ether calix[4]arenes were prepared via McMurry coupling of the corresponding bisbenzaldehyde-calix[4]arene derivatives. The coupling reactions yielded both cis- and trans-stilbenes from o- and m-bisbenzaldehydes while only the cis-isomer was obtained from the reaction of the p-isomer. Unlike diazobenzene analogues, the stilbene crown ether calix[4]arene derivatives did not undergo thermal isomerization. Nevertheless, the isomerization of all synthesized stilbene crown ether calix[4]arenes can be photochemically induced. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5291 / 5293
页数:3
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