Stilbene-bridged 1,3-alternate calix[4]arene crown ether for selective alkali ion extraction
A series of stilbene-bridged calix[4]arenes was synthesized through an intramolecular reductive McMurry coupling of bisbenzaldehyde calix[4]arene in high yields. Tetra- and pentaethylene glycol chains were tethered to the phenolic groups of calix[4]arene to form stilbene-bridged calix[4]arene crown-5 and crown-6, respectively. The presence of stilbene bridge over the calix[4]arene rim effectively prevented the connection of the polyether chains in the cone conformation resulting in the exclusive formation of 1,3-alternate stilbene-bridged calix[4]arene crown product. Compared to the cone analogues, the 1,3-alternate calix[4]arene crown ethers showed a greater extraction ability and selectivity toward Cs+.
Synthesis, complexation, and membrane transport studies of 1,3-alternate calix[4]arene-crown-6 conformers: A new class of cesium selective ionophores
1,3-Dialkoxycalix[4]arene-crown-6 ionophores (4a-d) are obtained in the fixed 1,3-alternate conformation in 63-85% yield by the reaction of the corresponding 1,3-dialkoxycalix[4]arenes 3a-d with pentaethylene glycol ditosylate in CH3CN in the p
Casnati, Alessandro,Pochini, Andrea,Ungaro, Rocco,Ugozzoli, Franco,Arnaud, Fran?oise,Fanni, Stefano,Schwing, Marie-José,Egberink, Richard J. M.,De Jong, Feike,Reinhoudt, David N.
p. 2767 - 2777
(2007/10/02)
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