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De Rosa M, Soriente A, Concilio G, et al. Nucleophilic Functionalization of the Calix[6]arene Para- and Meta-Position via p-Bromodienone Route. J Org Chem. 2015;80(14):7295-300doi: 10.1021/acs.joc.5b00978.
De Rosa, M., Soriente, A., Concilio, G., Talotta, C., Gaeta, C., & Neri, P. (2015). Nucleophilic Functionalization of the Calix[6]arene Para- and Meta-Position via p-Bromodienone Route. The Journal of organic chemistry, 80(14), 7295-300. https://doi.org/10.1021/acs.joc.5b00978
De Rosa, Margherita, et al. "Nucleophilic Functionalization of the Calix[6]arene Para- and Meta-Position via p-Bromodienone Route." The Journal of organic chemistry vol. 80,14 (2015): 7295-300. doi: https://doi.org/10.1021/acs.joc.5b00978
De Rosa M, Soriente A, Concilio G, Talotta C, Gaeta C, Neri P. Nucleophilic Functionalization of the Calix[6]arene Para- and Meta-Position via p-Bromodienone Route. J Org Chem. 2015 Jul 17;80(14):7295-300. doi: 10.1021/acs.joc.5b00978. Epub 2015 Jul 01. PMID: 26083470.
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J Org Chem. 2015 Jul 17;80(14):7295-300. doi: 10.1021/acs.joc.5b00978. Epub 2015 Jul 01.

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

The Journal of organic chemistry

Margherita De Rosa, Annunziata Soriente, Gerardo Concilio, Carmen Talotta, Carmine Gaeta, Placido Neri

Affiliations

  1. Dipartimento di Chimica e Biologia, Università di Salerno, Via Giovanni Paolo II 132, I-84084 Fisciano, Salerno, Italy.

PMID: 26083470 DOI: 10.1021/acs.joc.5b00978

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 derivative.

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