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

ilustraciones, gráficas, tablas

Autores:
Vela Suazo, Miguel Angel
Tipo de recurso:
Fecha de publicación:
2021
Institución:
Universidad Nacional de Colombia
Repositorio:
Universidad Nacional de Colombia
Idioma:
spa
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oai:repositorio.unal.edu.co:unal/80763
Acceso en línea:
https://repositorio.unal.edu.co/handle/unal/80763
https://repositorio.unal.edu.co/
Palabra clave:
540 - Química y ciencias afines
resorcin[4]areno
complejos huésped-hospedero
sulfometilación
interacción molecular
resorcin[4]arene
host-guest complexes
sulfomethylation
molecular interaction
Química orgánica
Compuesto orgánico
Organic chemistry
Organic compounds
Rights
openAccess
License
Reconocimiento 4.0 Internacional
id UNACIONAL2_5830ce7a8846f1b867b0385b98a0c033
oai_identifier_str oai:repositorio.unal.edu.co:unal/80763
network_acronym_str UNACIONAL2
network_name_str Universidad Nacional de Colombia
repository_id_str
dc.title.spa.fl_str_mv Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
dc.title.translated.eng.fl_str_mv Study of the effect of substituent on the lower rim of sulfomethylated resorcinarenes and its behavior in the host-guest interaction with choline
title Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
spellingShingle Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
540 - Química y ciencias afines
resorcin[4]areno
complejos huésped-hospedero
sulfometilación
interacción molecular
resorcin[4]arene
host-guest complexes
sulfomethylation
molecular interaction
Química orgánica
Compuesto orgánico
Organic chemistry
Organic compounds
title_short Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
title_full Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
title_fullStr Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
title_full_unstemmed Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
title_sort Estudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colina
dc.creator.fl_str_mv Vela Suazo, Miguel Angel
dc.contributor.advisor.none.fl_str_mv Maldonado Villamil, Mauricio
dc.contributor.author.none.fl_str_mv Vela Suazo, Miguel Angel
dc.contributor.researchgroup.spa.fl_str_mv Aplicaciones Analíticas de Compuestos Orgánicos (Aaco)
dc.subject.ddc.spa.fl_str_mv 540 - Química y ciencias afines
topic 540 - Química y ciencias afines
resorcin[4]areno
complejos huésped-hospedero
sulfometilación
interacción molecular
resorcin[4]arene
host-guest complexes
sulfomethylation
molecular interaction
Química orgánica
Compuesto orgánico
Organic chemistry
Organic compounds
dc.subject.proposal.spa.fl_str_mv resorcin[4]areno
complejos huésped-hospedero
sulfometilación
interacción molecular
dc.subject.proposal.eng.fl_str_mv resorcin[4]arene
host-guest complexes
sulfomethylation
molecular interaction
dc.subject.unesco.spa.fl_str_mv Química orgánica
Compuesto orgánico
dc.subject.unesco.eng.fl_str_mv Organic chemistry
Organic compounds
description ilustraciones, gráficas, tablas
publishDate 2021
dc.date.accessioned.none.fl_str_mv 2021-12-07T22:04:59Z
dc.date.available.none.fl_str_mv 2021-12-07T22:04:59Z
dc.date.issued.none.fl_str_mv 2021
dc.type.spa.fl_str_mv Trabajo de grado - Maestría
dc.type.driver.spa.fl_str_mv info:eu-repo/semantics/masterThesis
dc.type.version.spa.fl_str_mv info:eu-repo/semantics/acceptedVersion
dc.type.content.spa.fl_str_mv Text
dc.type.redcol.spa.fl_str_mv http://purl.org/redcol/resource_type/TM
status_str acceptedVersion
dc.identifier.uri.none.fl_str_mv https://repositorio.unal.edu.co/handle/unal/80763
dc.identifier.instname.spa.fl_str_mv Universidad Nacional de Colombia
dc.identifier.reponame.spa.fl_str_mv Repositorio Institucional Universidad Nacional de Colombia
dc.identifier.repourl.spa.fl_str_mv https://repositorio.unal.edu.co/
url https://repositorio.unal.edu.co/handle/unal/80763
https://repositorio.unal.edu.co/
identifier_str_mv Universidad Nacional de Colombia
Repositorio Institucional Universidad Nacional de Colombia
dc.language.iso.spa.fl_str_mv spa
language spa
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dc.format.extent.spa.fl_str_mv xiv, 87 páginas
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dc.publisher.spa.fl_str_mv Universidad Nacional de Colombia
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spelling Reconocimiento 4.0 InternacionalDerechos reservados al autor, 2021http://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Maldonado Villamil, Mauricio3a378aa45195548db31da075813fbd30Vela Suazo, Miguel Angelf2e3742bfbcd436d472f94d9a2f9a7b4Aplicaciones Analíticas de Compuestos Orgánicos (Aaco)2021-12-07T22:04:59Z2021-12-07T22:04:59Z2021https://repositorio.unal.edu.co/handle/unal/80763Universidad Nacional de ColombiaRepositorio Institucional Universidad Nacional de Colombiahttps://repositorio.unal.edu.co/ilustraciones, gráficas, tablasEste 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)This 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.MaestríaMagíster en Ciencias - QuímicaSíntesis orgánicaxiv, 87 páginasapplication/pdfspaUniversidad Nacional de ColombiaBogotá - Ciencias - Maestría en Ciencias - QuímicaDepartamento de QuímicaFacultad de CienciasBogotá, ColombiaUniversidad Nacional de Colombia - Sede Bogotá540 - Química y ciencias afinesresorcin[4]arenocomplejos huésped-hospederosulfometilacióninteracción molecularresorcin[4]arenehost-guest complexessulfomethylationmolecular interactionQuímica orgánicaCompuesto orgánicoOrganic chemistryOrganic compoundsEstudio del efecto del sustituyente en el borde inferior de resorcinarenos sulfometilados y su comportamiento en la interacción huésped-hospedero con colinaStudy of the effect of substituent on the lower rim of sulfomethylated resorcinarenes and its behavior in the host-guest interaction with cholineTrabajo de grado - Maestríainfo:eu-repo/semantics/masterThesisinfo:eu-repo/semantics/acceptedVersionTexthttp://purl.org/redcol/resource_type/TMZeisel, S. 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Química 2016, 27 (1), 21–29. https://doi.org/10.1016/j.eq.2015.09.009.BibliotecariosEstudiantesInvestigadoresMaestrosPúblico generalLICENSElicense.txtlicense.txttext/plain; charset=utf-84074https://repositorio.unal.edu.co/bitstream/unal/80763/1/license.txt8153f7789df02f0a4c9e079953658ab2MD51ORIGINAL1026288997.2021.pdf1026288997.2021.pdfTesis de Maestría en Ciencias - Químicaapplication/pdf4306984https://repositorio.unal.edu.co/bitstream/unal/80763/3/1026288997.2021.pdfdc79b6f6e59443be022a1da49cc5055cMD53THUMBNAIL1026288997.2021.pdf.jpg1026288997.2021.pdf.jpgGenerated Thumbnailimage/jpeg4598https://repositorio.unal.edu.co/bitstream/unal/80763/4/1026288997.2021.pdf.jpg72014c6fdda49a32019a6b1cd70f2d8cMD54unal/80763oai:repositorio.unal.edu.co:unal/807632023-07-31 23:03:59.121Repositorio Institucional Universidad Nacional de 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EVESURBIFBPUiBMQSBTRUNSRVRBUsONQSBHRU5FUkFMLiAqTEEgVEVTSVMgQSBQVUJMSUNBUiBERUJFIFNFUiBMQSBWRVJTScOTTiBGSU5BTCBBUFJPQkFEQS4gCgpBbCBoYWNlciBjbGljIGVuIGVsIHNpZ3VpZW50ZSBib3TDs24sIHVzdGVkIGluZGljYSBxdWUgZXN0w6EgZGUgYWN1ZXJkbyBjb24gZXN0b3MgdMOpcm1pbm9zLiBTaSB0aWVuZSBhbGd1bmEgZHVkYSBzb2JyZSBsYSBsaWNlbmNpYSwgcG9yIGZhdm9yLCBjb250YWN0ZSBjb24gZWwgYWRtaW5pc3RyYWRvciBkZWwgc2lzdGVtYS4KClVOSVZFUlNJREFEIE5BQ0lPTkFMIERFIENPTE9NQklBIC0gw5psdGltYSBtb2RpZmljYWNpw7NuIDE5LzEwLzIwMjEK

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