Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis

Detalhes bibliográficos
Ano de defesa: 2013
Autor(a) principal: Morgan, Dieisson lattes
Orientador(a): Hörner, Manfredo lattes
Banca de defesa: Squizani, Fatima lattes, Bresolin, Leandro 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:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufsm.br/handle/1/10563
Resumo: Triazenido ions are isoelectronic to amidinato anions,[R'N C(R)=NR']- and have a broad versatility in coordination chemistry. Metal complexes including triazenido ligands find applications in various areas of chemistry. Triazenes and complexes including triazole derivatives show extensive applicability as for example in supramolecular chemistry and pharmacological compounds. This work presents deals with the study of new triazene derivatives with triazole substituents resulting from the click reactions, acting as ligands in complexes with Cu(I), Cu(II) and Au(I). The following ligands 1,3-bis(2-azidophenyl)triazene (2), 1-(methyl)-3-(2-(4-phenyl-1,2,3-triazole)triazene-N-oxide (4), 1-(phenyl)-3-(2-(4-phenyl-1,2,3-triazole)triazene (5), 1,3-bis(2-(4-phenyl-1,2,3-triazole)triazene (6) and, complexes 1,3-bis(2-azidophenyl)triazenide-κN11- triphenylphosphine-gold(I) (2a), bis-{1-(methyl)-3-[2-(4-phenyl-1,2,3-triazole-κN2)]triazenide-1-oxide-κ2N3,O}copper(II) (4b), 1-(phenyl)-3-(2-(4-phenyl-1,2,3-triazole)triazenide-κN- triphenylphosphine-κP-gold(I) (5a), 1,3-bis(2-(4-phenyl-1,2,3-triazole)triazenide-κN- triphenylphosphine-κP-gold(I) (6a), bis[1,3-bis(2-(4-phenyl-1,2,3-triazole-κN2)-μ-N3-triazenide]-κN11,κN13 copper(I)κN13,κN11´copper(I) (Cu Cu) (6b) were investigated. The compounds were characterized by IR, UV-Vis and NMR (1H e 13C) spectroscopy, low or high resolution mass spectrometry (EI, ESI, ESI(+)-TOF and ESI(-)-TOF) and X-ray diffraction on single crystal. Triazene (2) and complex (2a) exhibit intramolecular assembling through classical and non-classical hydrogen bonding. Complexes with Au(I), (2a), (5a) e (6a), the metal atom show linear coordination geometry. The metal atom in complex (6b) shows a T distorted coordination geometry, which is extended to a quadratic coordination resulting from d10 d10 interactions between Cu(I) ions. Triazene (6) and its respective complexes (6a) e (6b) exhibit intermolecular interactions of the type C−H···M. Antibacterial activity of triazene (5) and complex (5a) were assayed resulting to be inactive against the bacteria tested.
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spelling 2017-05-152017-05-152013-11-29MORGAN, Dieisson. Synthesis and characterization of Cu(I), Cu(II) AND Au(I) complexes with triazenido ligands containing triazole substituents. 2013. 164 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.http://repositorio.ufsm.br/handle/1/10563Triazenido ions are isoelectronic to amidinato anions,[R'N C(R)=NR']- and have a broad versatility in coordination chemistry. Metal complexes including triazenido ligands find applications in various areas of chemistry. Triazenes and complexes including triazole derivatives show extensive applicability as for example in supramolecular chemistry and pharmacological compounds. This work presents deals with the study of new triazene derivatives with triazole substituents resulting from the click reactions, acting as ligands in complexes with Cu(I), Cu(II) and Au(I). The following ligands 1,3-bis(2-azidophenyl)triazene (2), 1-(methyl)-3-(2-(4-phenyl-1,2,3-triazole)triazene-N-oxide (4), 1-(phenyl)-3-(2-(4-phenyl-1,2,3-triazole)triazene (5), 1,3-bis(2-(4-phenyl-1,2,3-triazole)triazene (6) and, complexes 1,3-bis(2-azidophenyl)triazenide-κN11- triphenylphosphine-gold(I) (2a), bis-{1-(methyl)-3-[2-(4-phenyl-1,2,3-triazole-κN2)]triazenide-1-oxide-κ2N3,O}copper(II) (4b), 1-(phenyl)-3-(2-(4-phenyl-1,2,3-triazole)triazenide-κN- triphenylphosphine-κP-gold(I) (5a), 1,3-bis(2-(4-phenyl-1,2,3-triazole)triazenide-κN- triphenylphosphine-κP-gold(I) (6a), bis[1,3-bis(2-(4-phenyl-1,2,3-triazole-κN2)-μ-N3-triazenide]-κN11,κN13 copper(I)κN13,κN11´copper(I) (Cu Cu) (6b) were investigated. The compounds were characterized by IR, UV-Vis and NMR (1H e 13C) spectroscopy, low or high resolution mass spectrometry (EI, ESI, ESI(+)-TOF and ESI(-)-TOF) and X-ray diffraction on single crystal. Triazene (2) and complex (2a) exhibit intramolecular assembling through classical and non-classical hydrogen bonding. Complexes with Au(I), (2a), (5a) e (6a), the metal atom show linear coordination geometry. The metal atom in complex (6b) shows a T distorted coordination geometry, which is extended to a quadratic coordination resulting from d10 d10 interactions between Cu(I) ions. Triazene (6) and its respective complexes (6a) e (6b) exhibit intermolecular interactions of the type C−H···M. Antibacterial activity of triazene (5) and complex (5a) were assayed resulting to be inactive against the bacteria tested.Os compostos triazenidos são isoeletrônicos a íons amidinatos [R'NH C(R)=NR'], e têm sido usados com sucesso na química de coordenação. A complexação a íons metálicos possibilita a sua aplicação em diversas áreas da química. Assim como os triazenos, os triazóis possuem vasta aplicabilidade, desde a química supramolecular até a área farmacológica. Este trabalho apresenta o estudo inédito de pré-ligantes triazenos contendo substituintes triazóis os quais foram obtidos a partir de reações de Click, e seus respectivos complexos de Cu(I), Cu(II) e Au(I). Foram sintetizados os pré-ligantes 1,3-bis(2-azidofenil)triazeno (2), 1-(metil)-3-(2-(4-fenil-1,2,3-triazol)triazeno-N-óxido (4), 1-(fenil)-3-(2-(4-fenil-1,2,3-triazol)triazeno (5), 1,3-bis(2-(4-fenil-1,2,3-triazol)triazeno (6) e os complexos 1,3-bis(2-azidofenil)triazenido-κN11-trifenilfosfina-ouro(I) (2a), bis-{1-(metil)-3-[2-(4-fenil-1,2,3-triazol-κN2)]triazenido-1-óxido-κ2N3,O}cobre(II) (4b), 1-(fenil)-3-(2-(4-fenil-1,2,3-triazol)triazenido-κN-trifenilfosfina-κP-ouro(I) (5a), 1,3-bis(2-(4-fenil-1,2,3-triazol)triazenido-κN-trifenilfosfina-κP-ouro(I) (6a), bis[1,3-bis(2-(4-fenil-1,2,3-triazol-κN2)-μ-N3-triazenido]-κN11,κN13 - cobre(I)κN13,κN11´cobre(I) (Cu Cu) (6b). Estes foram caracterizados por espectroscopia de IV, UV-Vis e RMN (1H e 13C), espectrometria de massas de baixa ou alta resolução (EI, ESI, ESI(+)-TOF e ESI(-)-TOF) e difração de raios X em monocristal. O triazeno (2) e complexo (2a) apresentam ligações de hidrogênio intermoleculares e intramoleculares do tipo clássica e não-clássica. Os complexos de Au(I), (2a), (5a) e (6a) possuem geometria de coordenação linear. O complexo (6b) apresenta uma geometria T distorcida, a qual é estendida para quadrática pela interação d10 d10 entre os átomos de Cu(I), o triazeno (6) e seus complexos (6a) e (6b) apresentam ainda ligações intermoleculares do tipo C−H···M. Foi testada a atividade antibacteriana do triazeno (5) e o complexo (5a), os quais mostraram-se inativos frente às bactérias testadas.application/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaTriazenosComplexos de Cu(I)Cu(II) e Au(I)Reações de ClickTriazóis e atividade antibacterianaTriazeneTriazenido complex of Cu(I)Cu(II) and Au(I)Click reactionTriazoleAntibacterial activityCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóisSynthesis and characterization of Cu(I), Cu(II) AND Au(I) complexes with triazenido ligands containing triazole substituentsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisHörner, Manfredohttp://lattes.cnpq.br/8922528250830998Squizani, Fatimahttp://lattes.cnpq.br/1060502818943139Bresolin, Leandrohttp://lattes.cnpq.br/3961672079507969http://lattes.cnpq.br/7804660389275818Morgan, Dieisson1006000000004005003005003007e7796b1-053d-4bbe-8e62-e769f0da5ceaee120f82-64a8-4523-9b63-54cda305df90ac190e33-507d-45e7-a331-80a538d9dc8091c3f2e2-4d94-416b-a0db-90ca6e6906d5info:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALMORGAN, DIEISSON.pdfapplication/pdf8284577http://repositorio.ufsm.br/bitstream/1/10563/1/MORGAN%2c%20DIEISSON.pdf0a1d45e11f93928315e80ebc38510bd1MD51TEXTMORGAN, DIEISSON.pdf.txtMORGAN, DIEISSON.pdf.txtExtracted texttext/plain236052http://repositorio.ufsm.br/bitstream/1/10563/2/MORGAN%2c%20DIEISSON.pdf.txt8ff0a890df728f728244261d3e6a2ae7MD52THUMBNAILMORGAN, DIEISSON.pdf.jpgMORGAN, DIEISSON.pdf.jpgIM Thumbnailimage/jpeg4848http://repositorio.ufsm.br/bitstream/1/10563/3/MORGAN%2c%20DIEISSON.pdf.jpgca05130c07e1548f37acd23e213a500eMD531/105632023-06-06 11:34:51.851oai:repositorio.ufsm.br:1/10563Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132023-06-06T14:34:51Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
dc.title.alternative.eng.fl_str_mv Synthesis and characterization of Cu(I), Cu(II) AND Au(I) complexes with triazenido ligands containing triazole substituents
title Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
spellingShingle Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
Morgan, Dieisson
Triazenos
Complexos de Cu(I)
Cu(II) e Au(I)
Reações de Click
Triazóis e atividade antibacteriana
Triazene
Triazenido complex of Cu(I)
Cu(II) and Au(I)
Click reaction
Triazole
Antibacterial activity
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
title_full Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
title_fullStr Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
title_full_unstemmed Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
title_sort Síntese e caracterização de complexos de Cu(I), Cu(II) E Au(I) com ligantes triazenidos contendo substituintes triazóis
author Morgan, Dieisson
author_facet Morgan, Dieisson
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 Squizani, Fatima
dc.contributor.referee1Lattes.fl_str_mv http://lattes.cnpq.br/1060502818943139
dc.contributor.referee2.fl_str_mv Bresolin, Leandro
dc.contributor.referee2Lattes.fl_str_mv http://lattes.cnpq.br/3961672079507969
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/7804660389275818
dc.contributor.author.fl_str_mv Morgan, Dieisson
contributor_str_mv Hörner, Manfredo
Squizani, Fatima
Bresolin, Leandro
dc.subject.por.fl_str_mv Triazenos
Complexos de Cu(I)
Cu(II) e Au(I)
Reações de Click
Triazóis e atividade antibacteriana
topic Triazenos
Complexos de Cu(I)
Cu(II) e Au(I)
Reações de Click
Triazóis e atividade antibacteriana
Triazene
Triazenido complex of Cu(I)
Cu(II) and Au(I)
Click reaction
Triazole
Antibacterial activity
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Triazene
Triazenido complex of Cu(I)
Cu(II) and Au(I)
Click reaction
Triazole
Antibacterial activity
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description Triazenido ions are isoelectronic to amidinato anions,[R'N C(R)=NR']- and have a broad versatility in coordination chemistry. Metal complexes including triazenido ligands find applications in various areas of chemistry. Triazenes and complexes including triazole derivatives show extensive applicability as for example in supramolecular chemistry and pharmacological compounds. This work presents deals with the study of new triazene derivatives with triazole substituents resulting from the click reactions, acting as ligands in complexes with Cu(I), Cu(II) and Au(I). The following ligands 1,3-bis(2-azidophenyl)triazene (2), 1-(methyl)-3-(2-(4-phenyl-1,2,3-triazole)triazene-N-oxide (4), 1-(phenyl)-3-(2-(4-phenyl-1,2,3-triazole)triazene (5), 1,3-bis(2-(4-phenyl-1,2,3-triazole)triazene (6) and, complexes 1,3-bis(2-azidophenyl)triazenide-κN11- triphenylphosphine-gold(I) (2a), bis-{1-(methyl)-3-[2-(4-phenyl-1,2,3-triazole-κN2)]triazenide-1-oxide-κ2N3,O}copper(II) (4b), 1-(phenyl)-3-(2-(4-phenyl-1,2,3-triazole)triazenide-κN- triphenylphosphine-κP-gold(I) (5a), 1,3-bis(2-(4-phenyl-1,2,3-triazole)triazenide-κN- triphenylphosphine-κP-gold(I) (6a), bis[1,3-bis(2-(4-phenyl-1,2,3-triazole-κN2)-μ-N3-triazenide]-κN11,κN13 copper(I)κN13,κN11´copper(I) (Cu Cu) (6b) were investigated. The compounds were characterized by IR, UV-Vis and NMR (1H e 13C) spectroscopy, low or high resolution mass spectrometry (EI, ESI, ESI(+)-TOF and ESI(-)-TOF) and X-ray diffraction on single crystal. Triazene (2) and complex (2a) exhibit intramolecular assembling through classical and non-classical hydrogen bonding. Complexes with Au(I), (2a), (5a) e (6a), the metal atom show linear coordination geometry. The metal atom in complex (6b) shows a T distorted coordination geometry, which is extended to a quadratic coordination resulting from d10 d10 interactions between Cu(I) ions. Triazene (6) and its respective complexes (6a) e (6b) exhibit intermolecular interactions of the type C−H···M. Antibacterial activity of triazene (5) and complex (5a) were assayed resulting to be inactive against the bacteria tested.
publishDate 2013
dc.date.issued.fl_str_mv 2013-11-29
dc.date.accessioned.fl_str_mv 2017-05-15
dc.date.available.fl_str_mv 2017-05-15
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dc.identifier.citation.fl_str_mv MORGAN, Dieisson. Synthesis and characterization of Cu(I), Cu(II) AND Au(I) complexes with triazenido ligands containing triazole substituents. 2013. 164 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/10563
identifier_str_mv MORGAN, Dieisson. Synthesis and characterization of Cu(I), Cu(II) AND Au(I) complexes with triazenido ligands containing triazole substituents. 2013. 164 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
url http://repositorio.ufsm.br/handle/1/10563
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dc.publisher.department.fl_str_mv Química
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