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Synthesis and NMR structure determination of new linear geranylphenols by direct geranylation of activated phenols.

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dc.contributor.author Taborga, Lautaro
dc.contributor.author Vergara, Alejandra
dc.contributor.author Fernández A., María José
dc.contributor.author Osorio, Mauricio
dc.contributor.author Carvajal, Marcela
dc.contributor.author Madrid, Alejandro
dc.contributor.author Marilaf, Francisco
dc.contributor.author Carrasco, Héctor
dc.contributor.author Espinoza Catalán, Luis
dc.date.accessioned 2014-02-24T20:37:12Z
dc.date.accessioned 2016-05-24T20:30:23Z
dc.date.available 2014-02-24T20:37:12Z
dc.date.available 2016-05-24T20:30:23Z
dc.date.issued 2013
dc.identifier.citation Journal of the Chilean Chemical Society. Vol. 58. N° 2, 2013. es
dc.identifier.issn 0717-9707
dc.identifier.other http://dx.doi.org/10.4067/S0717-97072013000200033
dc.identifier.uri http://repositorio.unab.cl/xmlui/handle/ria/2364
dc.description Indexación: Web of Science; Scielo es
dc.description.abstract The known geranylhydroquinone 2, geranylorcinol 4 and the derivative (E)-4-(3,7-dimethylocta-2,6-dienyl)-5-methylbenzene-1,3-diol 5, were prepared by Electrophilic Aromatic Substitution (EAS) reactions between the corresponding phenol derivatives containing electron-donor subtituents and geraniol using BF3XOEt2 as a catalyst. In addition, spectroscopic NMR information for 4 and 5 is complemented. Furthermore, the new (E)-2-(3,7-dimethylocta-2,6-dienyl) benzene-1,3,5-triol (geranylphloroglucinol) 13, (E)-2-(3,7-dimethylocta-2,6-dienyl)-1,3,5-trimethoxybenzene 14, (E)-2-(3,7-dimethylocta-2,6-dienyl)-6-methoxyphenol 15, (E)-3-(3,7-dimethylocta-2,6-dienyl)-2-methoxyphenol 16, (E)-5-(3,7-dimethylocta-2,6-dienyl)-2-methoxyphenol 17, (E)-4-(3,7-dimethylocta-2,6-dienyl)benzene-1,3-diol 18, (E)-3-(3,7-dimethylocta-2,6-dienyl)benzene-1,2-diol 19, (E)-4-(3,7-dimethylocta-2,6-dienyl)-5-isopropyl-2-methylphenol 20, (E)-2-(3,7-dimethylocta-2,6-dienyl)-4-isopropyl-3-methylphenol 21, (E)-2-(3,7-dimethylocta-2,6-dienyl)-4-isopropyl-5-methylphenol 22, and(E)-2-tert-butyl-4-(3,7-dimethylocta-2,6-dienyl)-5-methylphenol 23 were also prepared with this synthesis strategy. All the synthesized compounds were fully characterized and their structures were established by IR, MS and mainly NMR spectroscopic dates. es
dc.description.uri http://ref.scielo.org/3cj5ty
dc.language.iso en es
dc.publisher Sociedad Chilena de Química es
dc.subject Linear geranylphenols, synthesis, NMR spectroscopy. es
dc.title Synthesis and NMR structure determination of new linear geranylphenols by direct geranylation of activated phenols. es
dc.type Article es


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