Selective Synthesis of [2]- and [3]Catenane Tuned by Ring Size and Concentration

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• 作者：Hajime Iwamoto ; Wataru Takizawa ; Koji Itoh ; Tatsuya Hagiwara ; Eiji Tayama ; Eietsu Hasegawa ; Takeharu Haino
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：June 7, 2013
• 年：2013
• 卷：78
• 期：11
• 页码：5205-5217
• 全文大小：576K
• 年卷期：v.78,no.11(June 7, 2013)
• ISSN：1520-6904

文摘

The syntheses of [2]- and [3]catenanes by olefin metathesis and oxidative acetylide coupling have been studied in detail. Pseudorotaxanes that were obtained by mixing crown ether and ammonium salts containing two terminal reactive end-groups were converted to [2]- and [3]catenane. Their yields were influenced not only by the chain length of the ammonium salts but also by the concentration of the crown ether and the ammonium salts. The strain energies of [2]catenane were responsible for the formation of [2]catenane.