Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina

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dc.contributor.advisorMaldonado Villamil, Mauricio
dc.contributor.authorVela Suazo, Miguel Angel
dc.contributor.researchgroupAplicaciones Analíticas de Compuestos Orgánicos (Aaco)spa
dc.date.accessioned2021-12-07T22:04:59Z
dc.date.available2021-12-07T22:04:59Z
dc.date.issued2021
dc.descriptionilustraciones, gráficas, tablasspa
dc.description.abstractEste trabajo de investigación tiene como objetivo la síntesis, derivación y caracterización de resorcinarenos corona solubles en agua para evaluar la interacción molecular con colina. En este sentido se llevó a cabo la síntesis para la obtención del C-tetra(nonil)calix[4]resorcinareno y C-tetra(fenil)calix[4]resorcinareno de la cual se obtuvo y caracterizó (IR, RMN-1H y RMN-13C) sus respectivos isómeros corona, y adicionalmente el isómero silla del C-tetra(fenil)calix[4]resorcinareno separado exitosamente mediante extracción con disolventes. En el caso puntual del C-tetra(fenil)calix[4]resorcinareno corona presentó dinamismo molecular demostrando que en solución tiene un cambio continuo conformacional de bote-corona-bote. Los dos macrociclos corona obtenidos fueron derivatizados mediante la reacción de sulfometilación en donde el C-tetra(fenil)calix[4]resorcinareno demostró tener baja quimioselectividad lo que conllevó a obtener una mezcla de varios compuestos (evidenciado por HPLC y RMN-1H) que varían según la cantidad de sitios funcionalizados dificultando su separación. Finalmente se evaluó la interacción molecular con colina con el único compuesto sulfometilado obtenido mediante titulaciones conductimétricas y por RMN-1H, por las cuales se logró determinar qué forma el complejo con estequiometria 1:1 con el huésped, además de evidenciar una buena interacción en la cavidad del macrociclo, demostrando un gran potencial para sistemas huésped-hospedero con colina. (texto tomado de la fuente)spa
dc.description.abstractThis research work aims at the synthesis, derivation and characterization of water-soluble crown resorcinarenes to evaluate the molecular interaction with choline. In this sense, the synthesis was carried out to obtain C-tetra(nonyl)calix[4]resorcinarene and C-tetra (phenyl)calix[4]resorcinarene from which it was obtained and characterized (IR, 1H-NMR and 13C-NMR) their respective crown isomers, and additionally the chair isomer of C-tetra(phenyl)calix[4]resorcinarene successfully removed by solvent extraction. In the specific case of crown C-tetra(phenyl)calix[4]resorcinarene presented molecular dynamism, demonstrating that in solution it has a continuous boat-crown-boat conformational change. The two crown macrocycles obtained were derived by the sulfomethylation reaction where C-tetra(phenyl)calix[4]resorcinarene demonstrated low chemoselectivity, which led to obtaining a mixture of several compounds (evidenced by HPLC and 1H-NMR) that It varies according to the number of functionalize sites, making it difficult to separate them. Finally, the molecular interaction with choline and the only sulfomethylated compound obtained through conductometric titrations and 1H-NMR was evaluated, by which it was possible to determine what the complex forms with 1: 1 stoichiometry with the host, in addition to showing a good interaction in the macrocycle cavity, demonstrating great potential for choline host-guest systems.eng
dc.description.degreelevelMaestríaspa
dc.description.degreenameMagíster en Ciencias - Químicaspa
dc.description.researchareaSíntesis orgánicaspa
dc.format.extentxiv, 87 páginasspa
dc.format.mimetypeapplication/pdfspa
dc.identifier.instnameUniversidad Nacional de Colombiaspa
dc.identifier.reponameRepositorio Institucional Universidad Nacional de Colombiaspa
dc.identifier.repourlhttps://repositorio.unal.edu.co/spa
dc.identifier.urihttps://repositorio.unal.edu.co/handle/unal/80763
dc.language.isospaspa
dc.publisherUniversidad Nacional de Colombiaspa
dc.publisher.branchUniversidad Nacional de Colombia - Sede Bogotáspa
dc.publisher.departmentDepartamento de Químicaspa
dc.publisher.facultyFacultad de Cienciasspa
dc.publisher.placeBogotá, Colombiaspa
dc.publisher.programBogotá - Ciencias - Maestría en Ciencias - Químicaspa
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dc.rightsDerechos reservados al autor, 2021spa
dc.rights.accessrightsinfo:eu-repo/semantics/openAccessspa
dc.rights.licenseReconocimiento 4.0 Internacionalspa
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/spa
dc.subject.ddc540 - Química y ciencias afinesspa
dc.subject.proposalresorcin[4]arenospa
dc.subject.proposalcomplejos huésped-hospederospa
dc.subject.proposalsulfometilaciónspa
dc.subject.proposalinteracción molecularspa
dc.subject.proposalresorcin[4]areneeng
dc.subject.proposalhost-guest complexeseng
dc.subject.proposalsulfomethylationeng
dc.subject.proposalmolecular interactioneng
dc.subject.unescoQuímica orgánicaspa
dc.subject.unescoOrganic chemistryeng
dc.subject.unescoCompuesto orgánicospa
dc.subject.unescoOrganic compoundseng
dc.titleEstudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colinaspa
dc.title.translatedStudy of the effect of substituent on the lower rim of sulfomethylated resorcinarenes and its behavior in the host-guest interaction with cholineeng
dc.typeTrabajo de grado - Maestríaspa
dc.type.coarhttp://purl.org/coar/resource_type/c_bdccspa
dc.type.coarversionhttp://purl.org/coar/version/c_ab4af688f83e57aaspa
dc.type.contentTextspa
dc.type.driverinfo:eu-repo/semantics/masterThesisspa
dc.type.redcolhttp://purl.org/redcol/resource_type/TMspa
dc.type.versioninfo:eu-repo/semantics/acceptedVersionspa
dcterms.audience.professionaldevelopmentBibliotecariosspa
dcterms.audience.professionaldevelopmentEstudiantesspa
dcterms.audience.professionaldevelopmentInvestigadoresspa
dcterms.audience.professionaldevelopmentMaestrosspa
dcterms.audience.professionaldevelopmentPúblico generalspa
oaire.accessrightshttp://purl.org/coar/access_right/c_abf2spa

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