[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura
Ano de defesa: | 2013 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , |
Tipo de documento: | Dissertação |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Santa Maria
|
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química
|
Departamento: |
Química
|
País: |
BR
|
Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/10601 |
Resumo: | This work presents the synthesis of five new planned [2]rotaxanes whith thread derivates succinamide [R1R2NC(O)CH2CH2C(O)NR1R2, where R1 = R2 = Pr, i-Pr, Bu, i-Bu e R1 = CH2Cy e R2 = CH2Ph]. The compounds were obtained by a five-component clipping reaction. Several studies have been conducted with these compounds such as: deslipping reactions, structural analysis, molecular dynamics by using solution 1H NMR spectroscopy and intra and intermolecular interactions using Hirshfeld surface. From these results, it was observed that the deslipping reaction was highly effective when microwave irradiation was employed and the reaction has shown to be an efficient model for the synthesis of macrocycles. Moreover, it was possible to calculate the rotational energy barrier of the macrocycle around the thread of [2]rotaxanes. In addition, when the Hirshfeld surface was used, it was possible to demonstrate all of the non-covalent interactions between the submolecular components as well as the intermolecular interactions of [2]rotaxane. |
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2017-05-182017-05-182013-07-26RODRIGUES, Letícia Valvassori. [2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: Synthesis and Structure. 2013. 163 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.http://repositorio.ufsm.br/handle/1/10601This work presents the synthesis of five new planned [2]rotaxanes whith thread derivates succinamide [R1R2NC(O)CH2CH2C(O)NR1R2, where R1 = R2 = Pr, i-Pr, Bu, i-Bu e R1 = CH2Cy e R2 = CH2Ph]. The compounds were obtained by a five-component clipping reaction. Several studies have been conducted with these compounds such as: deslipping reactions, structural analysis, molecular dynamics by using solution 1H NMR spectroscopy and intra and intermolecular interactions using Hirshfeld surface. From these results, it was observed that the deslipping reaction was highly effective when microwave irradiation was employed and the reaction has shown to be an efficient model for the synthesis of macrocycles. Moreover, it was possible to calculate the rotational energy barrier of the macrocycle around the thread of [2]rotaxanes. In addition, when the Hirshfeld surface was used, it was possible to demonstrate all of the non-covalent interactions between the submolecular components as well as the intermolecular interactions of [2]rotaxane.Este trabalho apresenta a síntese planejada de cinco novos [2]rotaxanos com filamentos lineares derivados da succinamida [R1R2NC(O)CH2CH2C(O)NR1R2, onde R1 = R2 = Pr, i-Pr, Bu, i-Bu e R1 = CH2Cy e R2 = CH2Ph]. A síntese dos compostos foi realizada através de uma reação cinco componentes utilizando o método clipping. Diversos estudos foram realizados com esses compostos, como: dissociação dos subcomponentes moleculares (deslipping), estruturais, de dinâmica molecular utilizando RMN de 1H em solução e das interações inter/intramolecular utilizando superfície de Hirshfeld. Através dos resultados foi possível verificar que a reação de deslipping foi altamente eficiente quando utilizado irradiação de micro-ondas, sendo um ótimo modelo para a síntese de macrociclos. Além disso, foi possível calcular a energia da barreira rotacional do macrociclo ao redor do filamento linear para os [2]rotaxanos em questão. Com a utilização da superfície de Hirshfeld foi possível demonstrar todas as interações intra e intermoleculares para os [2]rotaxanos.Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímica[2]rotaxanosDeslippingInterações não-covalentes[2]rotaxanesDeslipping reactionNon-covalent interactionsCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: synthesis and structureinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisMartins, Marcos Antonio Pintohttp://lattes.cnpq.br/6457412713967642Resende, Jarbas Magalhãeshttp://lattes.cnpq.br/4995867883627482Zanatta, Nilohttp://lattes.cnpq.br/0719465062354576http://lattes.cnpq.br/4151633690622408Rodrigues, Letícia Valvassori100600000000400500300500500c28419d9-6027-4f9c-acd2-76e8067a85d1972af22a-e471-48d5-b899-4df9fc4cef0f69b1a367-c945-49b7-9f5f-e5d128197da72f7bd6ce-78fa-4968-ac66-2d1407e90f60info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALRODRIGUES, LETICIA VALVASSORI.pdfapplication/pdf6054921http://repositorio.ufsm.br/bitstream/1/10601/1/RODRIGUES%2c%20LETICIA%20VALVASSORI.pdfa57c1e0deac5fd131ddd7bd6071fc512MD51TEXTRODRIGUES, LETICIA VALVASSORI.pdf.txtRODRIGUES, LETICIA VALVASSORI.pdf.txtExtracted texttext/plain188598http://repositorio.ufsm.br/bitstream/1/10601/2/RODRIGUES%2c%20LETICIA%20VALVASSORI.pdf.txtea31d0a5c1661effb78638eb5aab40adMD52THUMBNAILRODRIGUES, LETICIA VALVASSORI.pdf.jpgRODRIGUES, LETICIA VALVASSORI.pdf.jpgIM Thumbnailimage/jpeg6136http://repositorio.ufsm.br/bitstream/1/10601/3/RODRIGUES%2c%20LETICIA%20VALVASSORI.pdf.jpg19f42cd47982127d4716ef81fbbcfe64MD531/106012022-02-24 08:51:27.431oai:repositorio.ufsm.br:1/10601Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2022-02-24T11:51:27Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.por.fl_str_mv |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
dc.title.alternative.eng.fl_str_mv |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: synthesis and structure |
title |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
spellingShingle |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura Rodrigues, Letícia Valvassori [2]rotaxanos Deslipping Interações não-covalentes [2]rotaxanes Deslipping reaction Non-covalent interactions CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
title_full |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
title_fullStr |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
title_full_unstemmed |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
title_sort |
[2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: síntese e estrutura |
author |
Rodrigues, Letícia Valvassori |
author_facet |
Rodrigues, Letícia Valvassori |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Martins, Marcos Antonio Pinto |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/6457412713967642 |
dc.contributor.referee1.fl_str_mv |
Resende, Jarbas Magalhães |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/4995867883627482 |
dc.contributor.referee2.fl_str_mv |
Zanatta, Nilo |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/0719465062354576 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/4151633690622408 |
dc.contributor.author.fl_str_mv |
Rodrigues, Letícia Valvassori |
contributor_str_mv |
Martins, Marcos Antonio Pinto Resende, Jarbas Magalhães Zanatta, Nilo |
dc.subject.por.fl_str_mv |
[2]rotaxanos Deslipping Interações não-covalentes |
topic |
[2]rotaxanos Deslipping Interações não-covalentes [2]rotaxanes Deslipping reaction Non-covalent interactions CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
[2]rotaxanes Deslipping reaction Non-covalent interactions |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
This work presents the synthesis of five new planned [2]rotaxanes whith thread derivates succinamide [R1R2NC(O)CH2CH2C(O)NR1R2, where R1 = R2 = Pr, i-Pr, Bu, i-Bu e R1 = CH2Cy e R2 = CH2Ph]. The compounds were obtained by a five-component clipping reaction. Several studies have been conducted with these compounds such as: deslipping reactions, structural analysis, molecular dynamics by using solution 1H NMR spectroscopy and intra and intermolecular interactions using Hirshfeld surface. From these results, it was observed that the deslipping reaction was highly effective when microwave irradiation was employed and the reaction has shown to be an efficient model for the synthesis of macrocycles. Moreover, it was possible to calculate the rotational energy barrier of the macrocycle around the thread of [2]rotaxanes. In addition, when the Hirshfeld surface was used, it was possible to demonstrate all of the non-covalent interactions between the submolecular components as well as the intermolecular interactions of [2]rotaxane. |
publishDate |
2013 |
dc.date.issued.fl_str_mv |
2013-07-26 |
dc.date.accessioned.fl_str_mv |
2017-05-18 |
dc.date.available.fl_str_mv |
2017-05-18 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
RODRIGUES, Letícia Valvassori. [2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: Synthesis and Structure. 2013. 163 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013. |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/10601 |
identifier_str_mv |
RODRIGUES, Letícia Valvassori. [2] [N,N,N ,N -tetraalquilsuccinamida] rotaxa [1,7,14,20-tetraaza-2,6,15,19-tetraoxo-3,5,9,12,16,18,22,25-tetrabenzocicloexacosano]: Synthesis and Structure. 2013. 163 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013. |
url |
http://repositorio.ufsm.br/handle/1/10601 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.cnpq.fl_str_mv |
100600000000 |
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400 500 300 500 500 |
dc.relation.authority.fl_str_mv |
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dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
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application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química |
dc.publisher.initials.fl_str_mv |
UFSM |
dc.publisher.country.fl_str_mv |
BR |
dc.publisher.department.fl_str_mv |
Química |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria |
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