Tetranitro-oxacalix[4]crown-Based Host–Guest Recognition Motif and a Related [2]Rotaxane-Based Molecular Switch

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• 作者：Hua Liu ; Wen-Jing Hu ; Yahu A. Liu ; Jiu-Sheng Li ; Biao Jiang ; Ke Wen
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 5, 2016
• 年：2016
• 卷：81
• 期：15
• 页码：6457-6462
• 全文大小：447K
• 年卷期：0
• ISSN：1520-6904

文摘

Different from so far reported oxacalix[4]crown-based host–guest motifs in which oxacalix[4]crowns act only as hydrogen bond acceptors, a [2]pseudorotaxane-type tetranitro-oxacalix[4]crown/urea host–guest recognition motif was developed in which tetranitro-oxacalix[4]crown played a role as both a hydrogen bond donor and an acceptor to stabilize the resulting supramolecular complex. Furthermore, on the basis of a [2]pseudorotaxane complex formed from a tetranitro-oxacalix[4]crown and an axle containing a secondary ammonium ion and a urea group, a [2]rotaxane-based molecular switch was created, in which the oxacalix[4]crown wheel was able to reversibly translocate between the secondary ammonium binding site and the urea binding site of the axle under acid–base stimulation.