Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Tipo de documento: | Tese |
Idioma: | por |
Título da fonte: | Biblioteca Digital de Teses e Dissertações do UFSM |
Texto Completo: | http://repositorio.ufsm.br/handle/1/12416 |
Resumo: | This Thesis aimed the synthesis of new metal complexes with triazenido ligands and triazenes chains directly linked to ferrocene fragment by a new synthesis methodology. The complex bis-[1,3-bis(2-biphenyl)triazenido-κN1]mercury(II) was synthesized, melting point 222–224 °C and yield 82 %, characterized by IR, UV-Vis, 1H e 13C RMN, elemental analysis, mass spectrometry by ESI(+)TOF, single crystal x-ray diffraction. The triazenes 1,1’-bis[1-phenyl-3(H)triazene]ferrocene (Compound 1) and 1,1’-bis(benzo-1,2,3-triazol-1-phenyltriazene)ferrocene (Compound 6) were synthesized by ferrocene metalation with BuLi and substitution by correspondent azide, with yields higher than 70 %, melting points 151 and 160 °C, respectively, were characterized by UV-Vis (Compound 1), 1H and 13C NMR, elemental analysis, IE-MS (Compound 1) ESI(+)TOF (Compound 6), single crystal x-ray diffraction (Compoound 1), powder x-ray diffraction, scanning electron microscopy (SEM) and thermogravimetric analysis. Starting from Compound 1 the following heterobimetallic complexes were sinthesized: {[Fe(C5H4NNNH5C6)]2Ni2} (Compound 2), {[Fe(C5H4NNN(H)H5C6)]2Cl2Cu2} (Compound 3 with protonated triazene), {[Fe(C5H4NNNH5C6)]2[Cu(PPh3)2]2} (Compound 4), {[Fe(C5H4NNN(H)H5C6)]2Cu4} (Compound 5). Compounds 6 and 7 didn’t yields suitable single crystals for X-ray diffraction, but based on the MS-ESI(+)TOF and 1H NMR analysis the respective structures based on 1,1’-bis[1-phenyl-3(H)triazene]ferrocene could be predicted. The new triazenes synthesis by methodology under study showed good yields and can be done in two steps. The compounds purification is simple by only extraction with organic solvent and water precipitation followed by filtration enabling the development of further new triazenes including other metallocenes and other azides. |
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Biblioteca Digital de Teses e Dissertações do UFSM |
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2018-02-14T13:22:12Z2018-02-14T13:22:12Z2016-01-29http://repositorio.ufsm.br/handle/1/12416This Thesis aimed the synthesis of new metal complexes with triazenido ligands and triazenes chains directly linked to ferrocene fragment by a new synthesis methodology. The complex bis-[1,3-bis(2-biphenyl)triazenido-κN1]mercury(II) was synthesized, melting point 222–224 °C and yield 82 %, characterized by IR, UV-Vis, 1H e 13C RMN, elemental analysis, mass spectrometry by ESI(+)TOF, single crystal x-ray diffraction. The triazenes 1,1’-bis[1-phenyl-3(H)triazene]ferrocene (Compound 1) and 1,1’-bis(benzo-1,2,3-triazol-1-phenyltriazene)ferrocene (Compound 6) were synthesized by ferrocene metalation with BuLi and substitution by correspondent azide, with yields higher than 70 %, melting points 151 and 160 °C, respectively, were characterized by UV-Vis (Compound 1), 1H and 13C NMR, elemental analysis, IE-MS (Compound 1) ESI(+)TOF (Compound 6), single crystal x-ray diffraction (Compoound 1), powder x-ray diffraction, scanning electron microscopy (SEM) and thermogravimetric analysis. Starting from Compound 1 the following heterobimetallic complexes were sinthesized: {[Fe(C5H4NNNH5C6)]2Ni2} (Compound 2), {[Fe(C5H4NNN(H)H5C6)]2Cl2Cu2} (Compound 3 with protonated triazene), {[Fe(C5H4NNNH5C6)]2[Cu(PPh3)2]2} (Compound 4), {[Fe(C5H4NNN(H)H5C6)]2Cu4} (Compound 5). Compounds 6 and 7 didn’t yields suitable single crystals for X-ray diffraction, but based on the MS-ESI(+)TOF and 1H NMR analysis the respective structures based on 1,1’-bis[1-phenyl-3(H)triazene]ferrocene could be predicted. The new triazenes synthesis by methodology under study showed good yields and can be done in two steps. The compounds purification is simple by only extraction with organic solvent and water precipitation followed by filtration enabling the development of further new triazenes including other metallocenes and other azides.O objetivo desta tese foi a síntese de novos complexos metálicos envolvendo ligantes triazenidos e triazenos diretamente ligados ao ferroceno. Foi sintetizado o complexo bis-[1,3-bis(2-bifenil)triazenido-κN1]mercúrio(II) com ponto de fusão 222–224 °C e rendimento de 82 %, caracterizado por infravermelho, UV-Vis, 1H e 13C RMN, análise elementar, espectroscopia de massas por ESI(+)TOF, difração de raios X em monocristal. Os triazenos 1,1’-bis[1-fenil-3(H)triazeno]ferroceno (Composto 1) e 1,1’-bis(benzo-1,2,3-triazol-1-feniltriazeno)ferroceno (Composto 6) foram sintetizados por metalação via BuLi, seguida da substituição pela azida correspondente com rendimentos superiores a 70 %, com pontos de fusão de 151 e 160 °C, respectivamente, foram caracterizados por UV-Vis (Composto 1), 1H e 13C RMN, análise elementar, espectroscopia de massas por IE (Composto 1) ESI(+)TOF (Composto 6), difração de raios X em monocristal (Composto 1), difração de raio X de pó, microscopia eletrônica de varredura e análise termogravimétrica. A partir do Composto 1 foram sintetizados os complexos multinucleares: {[Fe(C5H4NNNH5C6)]2Ni2} (Composto 2), {[Fe(C5H4NNN(H)H5C6)]2Cl2Cu2} (Composto 3 com triazeno protonado), {[Fe(C5H4NNNH5C6)]2[Cu(PPh3)2]2} (Composto 4), {[Fe(C5H4NNN(H)H5C6)]2Cu4} (Composto 5). O Composto 6 e o Composto 7 não resultaram em cristais adequados para medida, com as análises por EM-ESI(+)TOF e 1H RMN pode-se fazer uma predição da estrutura baseada nas estruturas com o 1,1’-bis[1-fenil-3(H)triazeno]ferroceno. A síntese de novos triazenos pela metodologia estudada possui bom rendimento e é realizada em apenas duas etapas, a purificação dos triazenos é simples, envolvendo apenas a extração com solvente orgânico e a precipitação em água seguida de filtração possibilitando o desenvolvimento de novos triazenos com outros metalocenos e outras azidas.porUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessTriazenoComplexos metálicosMercúrioCobreNíquelOrganometálicosFerrocenoComplexos hetero-multinuclearesTriazeneMetal complexesMercuryCopperNickelOrganometallicsFerroceneHetero multinuclear complexesCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-PiSynthesis and characterization of Cu(I), Cu(II) AND Ni(II) organometallic complexes with ferrcene-triazenes and Hg(II) triazenido with Metal-Arene-Pi interactioninfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisHörner, Manfredohttp://lattes.cnpq.br/8922528250830998Nunes, Fabio Souzahttp://lattes.cnpq.br/7117607785614286Squizani, Fatimahttp://lattes.cnpq.br/1060502818943139Bresolin, Leandrohttp://lattes.cnpq.br/3961672079507969Martins, Marcos Antonio Pintohttp://lattes.cnpq.br/6457412713967642http://lattes.cnpq.br/4256216606917450Paraginski, Vanessa Teixeira Kunz1006000000006007e7796b1-053d-4bbe-8e62-e769f0da5ceaffb4334d-b1b4-4970-9aae-e74c1ae7c25b3694402e-84bf-43d1-a3a8-562172c526556c576d48-34e1-4008-b46b-a68350c55a1767ed52a8-91fa-4e1a-b8bb-f266fe5782ce60d6f462-2deb-40c5-aa32-3dbcf79699bbreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALTES_PPGQUIMICA_2016_PARAGINSKI_VANESSA.pdfTES_PPGQUIMICA_2016_PARAGINSKI_VANESSA.pdfTese de Doutoradoapplication/pdf8182929http://repositorio.ufsm.br/bitstream/1/12416/1/TES_PPGQUIMICA_2016_PARAGINSKI_VANESSA.pdf66bee9a99072a3f7f4b457a9bf1760ebMD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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dc.title.por.fl_str_mv |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
dc.title.alternative.eng.fl_str_mv |
Synthesis and characterization of Cu(I), Cu(II) AND Ni(II) organometallic complexes with ferrcene-triazenes and Hg(II) triazenido with Metal-Arene-Pi interaction |
title |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
spellingShingle |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi Paraginski, Vanessa Teixeira Kunz Triazeno Complexos metálicos Mercúrio Cobre Níquel Organometálicos Ferroceno Complexos hetero-multinucleares Triazene Metal complexes Mercury Copper Nickel Organometallics Ferrocene Hetero multinuclear complexes CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
title_full |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
title_fullStr |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
title_full_unstemmed |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
title_sort |
Síntese e caracterização de complexos organometálicos de Cu(I), Cu(II) e Ni(II) com ferroceno-triazenos e triazenido de Hg(II) com interação Metal-Areno-Pi |
author |
Paraginski, Vanessa Teixeira Kunz |
author_facet |
Paraginski, Vanessa Teixeira Kunz |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Hörner, Manfredo |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/8922528250830998 |
dc.contributor.referee1.fl_str_mv |
Nunes, Fabio Souza |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/7117607785614286 |
dc.contributor.referee2.fl_str_mv |
Squizani, Fatima |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/1060502818943139 |
dc.contributor.referee3.fl_str_mv |
Bresolin, Leandro |
dc.contributor.referee3Lattes.fl_str_mv |
http://lattes.cnpq.br/3961672079507969 |
dc.contributor.referee4.fl_str_mv |
Martins, Marcos Antonio Pinto |
dc.contributor.referee4Lattes.fl_str_mv |
http://lattes.cnpq.br/6457412713967642 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/4256216606917450 |
dc.contributor.author.fl_str_mv |
Paraginski, Vanessa Teixeira Kunz |
contributor_str_mv |
Hörner, Manfredo Nunes, Fabio Souza Squizani, Fatima Bresolin, Leandro Martins, Marcos Antonio Pinto |
dc.subject.por.fl_str_mv |
Triazeno Complexos metálicos Mercúrio Cobre Níquel Organometálicos Ferroceno Complexos hetero-multinucleares |
topic |
Triazeno Complexos metálicos Mercúrio Cobre Níquel Organometálicos Ferroceno Complexos hetero-multinucleares Triazene Metal complexes Mercury Copper Nickel Organometallics Ferrocene Hetero multinuclear complexes CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
Triazene Metal complexes Mercury Copper Nickel Organometallics Ferrocene Hetero multinuclear complexes |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
This Thesis aimed the synthesis of new metal complexes with triazenido ligands and triazenes chains directly linked to ferrocene fragment by a new synthesis methodology. The complex bis-[1,3-bis(2-biphenyl)triazenido-κN1]mercury(II) was synthesized, melting point 222–224 °C and yield 82 %, characterized by IR, UV-Vis, 1H e 13C RMN, elemental analysis, mass spectrometry by ESI(+)TOF, single crystal x-ray diffraction. The triazenes 1,1’-bis[1-phenyl-3(H)triazene]ferrocene (Compound 1) and 1,1’-bis(benzo-1,2,3-triazol-1-phenyltriazene)ferrocene (Compound 6) were synthesized by ferrocene metalation with BuLi and substitution by correspondent azide, with yields higher than 70 %, melting points 151 and 160 °C, respectively, were characterized by UV-Vis (Compound 1), 1H and 13C NMR, elemental analysis, IE-MS (Compound 1) ESI(+)TOF (Compound 6), single crystal x-ray diffraction (Compoound 1), powder x-ray diffraction, scanning electron microscopy (SEM) and thermogravimetric analysis. Starting from Compound 1 the following heterobimetallic complexes were sinthesized: {[Fe(C5H4NNNH5C6)]2Ni2} (Compound 2), {[Fe(C5H4NNN(H)H5C6)]2Cl2Cu2} (Compound 3 with protonated triazene), {[Fe(C5H4NNNH5C6)]2[Cu(PPh3)2]2} (Compound 4), {[Fe(C5H4NNN(H)H5C6)]2Cu4} (Compound 5). Compounds 6 and 7 didn’t yields suitable single crystals for X-ray diffraction, but based on the MS-ESI(+)TOF and 1H NMR analysis the respective structures based on 1,1’-bis[1-phenyl-3(H)triazene]ferrocene could be predicted. The new triazenes synthesis by methodology under study showed good yields and can be done in two steps. The compounds purification is simple by only extraction with organic solvent and water precipitation followed by filtration enabling the development of further new triazenes including other metallocenes and other azides. |
publishDate |
2016 |
dc.date.issued.fl_str_mv |
2016-01-29 |
dc.date.accessioned.fl_str_mv |
2018-02-14T13:22:12Z |
dc.date.available.fl_str_mv |
2018-02-14T13:22:12Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/12416 |
url |
http://repositorio.ufsm.br/handle/1/12416 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.cnpq.fl_str_mv |
100600000000 |
dc.relation.confidence.fl_str_mv |
600 |
dc.relation.authority.fl_str_mv |
7e7796b1-053d-4bbe-8e62-e769f0da5cea ffb4334d-b1b4-4970-9aae-e74c1ae7c25b 3694402e-84bf-43d1-a3a8-562172c52655 6c576d48-34e1-4008-b46b-a68350c55a17 67ed52a8-91fa-4e1a-b8bb-f266fe5782ce 60d6f462-2deb-40c5-aa32-3dbcf79699bb |
dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
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 |
Brasil |
dc.publisher.department.fl_str_mv |
Química |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações do UFSM instname:Universidade Federal de Santa Maria (UFSM) instacron:UFSM |
instname_str |
Universidade Federal de Santa Maria (UFSM) |
instacron_str |
UFSM |
institution |
UFSM |
reponame_str |
Biblioteca Digital de Teses e Dissertações do UFSM |
collection |
Biblioteca Digital de Teses e Dissertações do UFSM |
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Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM) |
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atendimento.sib@ufsm.br||tedebc@gmail.com |
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