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

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dc.contributor.authorTaborga, Lautaro
dc.contributor.authorVergara, Alejandra
dc.contributor.authorFernández A., María José
dc.contributor.authorOsorio, Mauricio
dc.contributor.authorCarvajal, Marcela
dc.contributor.authorMadrid, Alejandro
dc.contributor.authorMarilaf, Francisco
dc.contributor.authorCarrasco, Héctor
dc.contributor.authorEspinoza Catalán, Luis
dc.date.accessioned2014-02-24T20:37:12Z
dc.date.accessioned2016-05-24T20:30:23Z
dc.date.available2014-02-24T20:37:12Z
dc.date.available2016-05-24T20:30:23Z
dc.date.issued2013
dc.descriptionIndexación: Web of Science; Scieloes
dc.description.abstractThe 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.urihttp://ref.scielo.org/3cj5ty
dc.identifier.citationJournal of the Chilean Chemical Society. Vol. 58. N° 2, 2013.es
dc.identifier.issn0717-9707
dc.identifier.otherhttp://dx.doi.org/10.4067/S0717-97072013000200033
dc.identifier.urihttp://repositorio.unab.cl/xmlui/handle/ria/2364
dc.language.isoenes
dc.publisherSociedad Chilena de Químicaes
dc.subjectLinear geranylphenols, synthesis, NMR spectroscopy.es
dc.titleSynthesis and NMR structure determination of new linear geranylphenols by direct geranylation of activated phenols.es
dc.typeArtículoes
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