Selectivity and Cooperativity in the Binding of Multiple Guests to a Pillar[5]arene鈥揅rown Ether Fused Tricyclic Host

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• 作者：Wei-Bo Hu ; Chang-Dong Xie ; Wen-Jing Hu ; Xiao-Li Zhao ; Yahu A. Liu ; Ji-Chuan Huo ; Jiu-Sheng Li ; Biao Jiang ; Ke Wen
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：August 21, 2015
• 年：2015
• 卷：80
• 期：16
• 页码：7994-8000
• 全文大小：463K
• ISSN：1520-6904

文摘

A novel tricylic host molecule 1 that consists of two pillar[5]arene units and a crown ether ring was found to selectively bind two kinds of guest molecules with different shapes, sizes, and electronic constitutions, namely 1,4-dicyanobutane G1 and paraquat G2, with its two macrocyclic subunits, to form a four-component complex 2G1鈯?鈯僄2. An ¹H NMR study of stepwise bindings of G1 and G2 to host 1 in CDCl₃/DMSO-d₆ revealed that the strength of the association between complex 2G1鈯? and guest G2 was only one-fourth of that between free 1 and G2, demonstrating a negative heterotropic cooperativity of G1 in the binding of G2 to host 1.