Nucleophilic Functionalization of the Calix[6]arene Para- and Meta-Position via p-Bromodienone Route

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• 作者：Margherita De Rosa ; Annunziata Soriente ; Gerardo Concilio ; Carmen Talotta ; Carmine Gaeta ; Placido Neri
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：July 17, 2015
• 年：2015
• 卷：80
• 期：14
• 页码：7295-7300
• 全文大小：372K
• ISSN：1520-6904

文摘

It is here demonstrated that the p-bromodienone route, previously reported for calix[4]arenes, is also effective for the functionalization of the calix[6]arene macrocycle. Thus, alcoholic O-nucleophiles can be introduced at the calix[6]arene exo rim. In addition, the reaction of a calix[6]arene p-bromodienone derivative with an actived aromatic substrate, such as resorcinol, led to the first example of a meta-functionalized, inherently chiral calix[6]arene derivative.