Macrotricycles Featuring a -Basic Tetrahedral Cavity: Preference for NH4+ Detected by Electrospray Ionization Mas

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• 作者：Anne Lé ; lias-Vanderperre ; Jean-Claude Chambron ; Enrique Espinosa ; Peran Terrier ; Emmanuelle Leize-Wagner
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：August 2, 2007
• 年：2007
• 卷：9
• 期：16
• 页码：2961 - 2964
• 全文大小：105K
• 年卷期：v.9,no.16(August 2, 2007)
• ISSN：1523-7052

文摘

Cation- interactions play an important role in biology. The title compounds are C₃-symmetric macrotricycles built from resorcinol, a electron-rich arene. They were prepared in up to 18% yield by intramolecular cyclization of 1,3,5-trisubstituted benzene tripods bearing pendant resorcinolgroups, with methylene acetal bridges. Positive ESI-MS showed that these receptors recognize NH₄⁺ over K⁺, and poorly respond to the larget-BuNH₃⁺ cation, suggesting that they bind NH₄⁺ intramolecularly, presumably via cation- interactions.