Synthesis of [2]Rotaxanes by the Copper-Mediated Threading Reactions of Aryl Iodides with Alkynes

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• 作者：Kenta Ugajin ; Eiko Takahashi ; Ryu Yamasaki ; Yuichiro Mutoh ; Takeshi Kasama ; Shinichi Saito
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：June 7, 2013
• 年：2013
• 卷：15
• 期：11
• 页码：2684-2687
• 全文大小：309K
• 年卷期：v.15,no.11(June 7, 2013)
• ISSN：1523-7052

文摘

The catalytic activity of the macrocyclic phenanthroline鈥揷opper(I) complex is utilized for the Sonogashira-type reaction to synthesize [2]rotaxanes. Thus, [2]rotaxanes were prepared by reactions between terminal alkynes and aryl iodides in the presence of the macrocyclic copper complex. Bulky substituents were introduced to the substrates to stabilize the rotaxane. The bond-forming reaction proceeded selectively inside the macrocyclic complex so that the rotaxanes could be synthesized.