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
Nucleophilic Functionalization of the Calix[6]arene Para- and Meta-Position via p‑Bromodienone Route
DE ROSA, Margherita;SORIENTE, Annunziata;CONCILIO, GERARDO;TALOTTA, CARMEN;GAETA, CARMINE;NERI, Placido
2015
Abstract
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 derivativeFile in questo prodotto:
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JOC2015 in press_marked.pdf
Open Access dal 01/07/2016
Descrizione: Accepted manuscript
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