Dimercuration of Calix[4]arenes: Novel Substitution Pattern in Calixarene Chemistry

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• 作者：Karolína Flídrová ; Stanislav B?hm ; Hana Dvo?áková ; Václav Eigner ; Pavel Lhoták
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：January 3, 2014
• 年：2014
• 卷：16
• 期：1
• 页码：138-141
• 全文大小：288K
• ISSN：1523-7052

文摘

A mercuration reaction of tetrapropoxycalix[4]arene immobilized in the cone conformation gave a mixture of two dimercurated products (meta,meta and meta,para) in approximately a 1:1 ratio. Both regioisomers represent inherently chiral compounds, which makes them very attractive for design of novel receptors. As demonstrated by Pd-catalyzed arylation, the different reactivity of HgCl functions in the meta,para-disubstituted isomer opens the door for regioselective introductions of two different functional groups to achieve a substitution pattern so far unknown in calixarene chemistry.