Synthesis of Pillar[5]arene Dimers and Their Cooperative Binding toward Some Neutral Guests

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• 作者：Chunju Li ; Kang Han ; Jian Li ; Haichang Zhang ; Junwei Ma ; Xiaoyan Shu ; Zhenxia Chen ; Linhong Weng ; Xueshun Jia
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：January 6, 2012
• 年：2012
• 卷：14
• 期：1
• 页码：42-45
• 全文大小：696K
• 年卷期：v.14,no.1(January 6, 2012)
• ISSN：1523-7052

文摘

Three pillar[5]arene dimers, bridged by a flexible aliphatic chain (H1) or a relatively rigid phenylene unit (H2 and H3), were synthesized, with the possible synthetic strategies being discussed. The dimers could significantly enhance the binding affinities toward neutral model substrates in comparison with monomeric 1,4-dimethoxypillar[5]arene (H4) through the cooperative binding of two pillar[5]arene moieties. The molecular binding ability and selectivity are discussed from the viewpoints of the size/shape-fit concept and multiple recognition mechanism.