Alkali Metal Ions As Probes of Structure and Recognition Properties of Macrocyclic Pyridyl Urea Hosts

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• 作者：Kinkini Roy ; Chun Wang ; Mark D. Smith ; Perry J. Pellechia ; Linda S. Shimizu
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：August 20, 2010
• 年：2010
• 卷：75
• 期：16
• 页码：5453-5460
• 全文大小：1000K
• 年卷期：v.75,no.16(August 20, 2010)
• ISSN：1520-6904

文摘

We report the one-pot synthesis of three symmetrical macrocyclic pyridyl urea hosts. X-ray crystal studies were used to confirm the structures of the free hosts and their host·guest complexes with alkali metal ions. These solid-state studies revealed the interactions that were important for binding cations (Li⁺, Na⁺, and K⁺). The affinity of these hosts for alkali metal salts were evaluated in solution (CD₃CN), and the stoichiometries of the solution complexes were compared with their solid-state structures. Two of these hosts showed high affinity for LiBF₄, which was primarily due to strong interactions between the urea oxygens and the cations with pyridine nitrogens contributing additional stabilizing interactions.