Calix[4]tetrahydrothiophenopyrrole: A Ditopic Receptor Displaying a Split Personality for Ion Recognition

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• 作者：Indrajit Saha ; Kyung Hwa Park ; Mina Han ; Sung Kuk Kim ; Vincent M. Lynch ; Jonathan L. Sessler ; Chang-Hee Lee
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：October 17, 2014
• 年：2014
• 卷：16
• 期：20
• 页码：5414-5417
• 全文大小：275K
• ISSN：1523-7052

文摘

A calix[4]pyrrole fused with 2,5-dihydrothiophene, possessing both a deep, 蟺-electron-rich pocket upon anion binding and chelating ligands on the periphery, was developed. The receptor selectively forms an ion-pair complex with CsF through H-bonding and a cation鈭捪€ interaction. In the process, it adopt a conformationally fixed cone conformation. The receptor displays exceptionally high affinity toward the Hg(II) ion and forms stable complexes while maintaining a rigid 1,3-alternate conformation. This metal ion-induced conformational locking is unprecedented in calix[4]pyrrole chemistry.