[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

Detalhes bibliográficos
Ano de defesa: 2013
Autor(a) principal: Rodrigues, Letícia Valvassori lattes
Orientador(a): Martins, Marcos Antonio Pinto lattes
Banca de defesa: Resende, Jarbas Magalhães lattes, Zanatta, Nilo lattes
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:
[2]rotaxanos
Deslipping
Interações não-covalentes
Palavras-chave em Inglês:
[2]rotaxanes
Deslipping reaction
Non-covalent interactions
Área do conhecimento CNPq:
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
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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spelling 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.
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