Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone
A novel molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinoline (1-E) was synthesized. Interconversion of 1-E to its configurational isomer 1-Z was achieved using UV radiation (250 W Hg lamp). Such isomerization was monitored by 1H-NMR. The results suggest that the hydrazone deriva...
- Autores:
-
Chaur Valencia, Manuel Noé
Romero, Elkin Libardo
Gutierrez, Gustavo
Soto Monsalve, Mónica
D´Vries, Richard
Zuluaga, Héctor Fabio
- Tipo de recurso:
- Article of journal
- Fecha de publicación:
- 2018
- Institución:
- Universidad Nacional de Colombia
- Repositorio:
- Universidad Nacional de Colombia
- Idioma:
- spa
- OAI Identifier:
- oai:repositorio.unal.edu.co:unal/66242
- Acceso en línea:
- https://repositorio.unal.edu.co/handle/unal/66242
http://bdigital.unal.edu.co/67266/
- Palabra clave:
- 54 Química y ciencias afines / Chemistry
Hydrazone derivatives
configurational dynamic
single XRD
DFT calculations
electrochemistry
derivados hidrazónicos
dinámica configuracional
cristalografía de rayos X
cálculos DFT
electroquímica
derivados de hidrazonas
Dinâmica configuracional
Cristalografia de Raios-X
Cálculos DFT
Eletroquímica
- Rights
- openAccess
- License
- Atribución-NoComercial 4.0 Internacional
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Universidad Nacional de Colombia |
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|
dc.title.spa.fl_str_mv |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
title |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
spellingShingle |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone 54 Química y ciencias afines / Chemistry Hydrazone derivatives configurational dynamic single XRD DFT calculations electrochemistry derivados hidrazónicos dinámica configuracional cristalografía de rayos X cálculos DFT electroquímica derivados de hidrazonas Dinâmica configuracional Cristalografia de Raios-X Cálculos DFT Eletroquímica |
title_short |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
title_full |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
title_fullStr |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
title_full_unstemmed |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
title_sort |
Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone |
dc.creator.fl_str_mv |
Chaur Valencia, Manuel Noé Romero, Elkin Libardo Gutierrez, Gustavo Soto Monsalve, Mónica D´Vries, Richard Zuluaga, Héctor Fabio |
dc.contributor.author.spa.fl_str_mv |
Chaur Valencia, Manuel Noé Romero, Elkin Libardo Gutierrez, Gustavo Soto Monsalve, Mónica D´Vries, Richard Zuluaga, Héctor Fabio |
dc.subject.ddc.spa.fl_str_mv |
54 Química y ciencias afines / Chemistry |
topic |
54 Química y ciencias afines / Chemistry Hydrazone derivatives configurational dynamic single XRD DFT calculations electrochemistry derivados hidrazónicos dinámica configuracional cristalografía de rayos X cálculos DFT electroquímica derivados de hidrazonas Dinâmica configuracional Cristalografia de Raios-X Cálculos DFT Eletroquímica |
dc.subject.proposal.spa.fl_str_mv |
Hydrazone derivatives configurational dynamic single XRD DFT calculations electrochemistry derivados hidrazónicos dinámica configuracional cristalografía de rayos X cálculos DFT electroquímica derivados de hidrazonas Dinâmica configuracional Cristalografia de Raios-X Cálculos DFT Eletroquímica |
description |
A novel molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinoline (1-E) was synthesized. Interconversion of 1-E to its configurational isomer 1-Z was achieved using UV radiation (250 W Hg lamp). Such isomerization was monitored by 1H-NMR. The results suggest that the hydrazone derivative can act as a chemical brake in solution. This molecular system was structurally (Single Crystal X-Ray diffraction and DFT calculations) and spectroscopically (NMR, UV, and IR) characterized. Electrochemical measurements showed that configurational changes induce differential redox behavior. In this regard, the reported quinoline system exhibits different dynamic absorption and electrochemical properties that are modulated by the UV-light induced configurational change. Therefore, 1-E can be regarded as potential photo-electrochemical switch. |
publishDate |
2018 |
dc.date.issued.spa.fl_str_mv |
2018-05-01 |
dc.date.accessioned.spa.fl_str_mv |
2019-07-03T01:45:05Z |
dc.date.available.spa.fl_str_mv |
2019-07-03T01:45:05Z |
dc.type.spa.fl_str_mv |
Artículo de revista |
dc.type.coar.fl_str_mv |
http://purl.org/coar/resource_type/c_2df8fbb1 |
dc.type.driver.spa.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.version.spa.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.coar.spa.fl_str_mv |
http://purl.org/coar/resource_type/c_6501 |
dc.type.coarversion.spa.fl_str_mv |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
dc.type.content.spa.fl_str_mv |
Text |
dc.type.redcol.spa.fl_str_mv |
http://purl.org/redcol/resource_type/ART |
format |
http://purl.org/coar/resource_type/c_6501 |
status_str |
publishedVersion |
dc.identifier.issn.spa.fl_str_mv |
ISSN: 2357-3791 |
dc.identifier.uri.none.fl_str_mv |
https://repositorio.unal.edu.co/handle/unal/66242 |
dc.identifier.eprints.spa.fl_str_mv |
http://bdigital.unal.edu.co/67266/ |
identifier_str_mv |
ISSN: 2357-3791 |
url |
https://repositorio.unal.edu.co/handle/unal/66242 http://bdigital.unal.edu.co/67266/ |
dc.language.iso.spa.fl_str_mv |
spa |
language |
spa |
dc.relation.spa.fl_str_mv |
https://revistas.unal.edu.co/index.php/rcolquim/article/view/67115 |
dc.relation.ispartof.spa.fl_str_mv |
Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de Química Revista Colombiana de Química |
dc.relation.references.spa.fl_str_mv |
Chaur Valencia, Manuel Noé and Romero, Elkin Libardo and Gutierrez, Gustavo and Soto Monsalve, Mónica and D´Vries, Richard and Zuluaga, Héctor Fabio (2018) Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone. Revista Colombiana de Química, 47 (2). pp. 63-72. ISSN 2357-3791 |
dc.rights.spa.fl_str_mv |
Derechos reservados - Universidad Nacional de Colombia |
dc.rights.coar.fl_str_mv |
http://purl.org/coar/access_right/c_abf2 |
dc.rights.license.spa.fl_str_mv |
Atribución-NoComercial 4.0 Internacional |
dc.rights.uri.spa.fl_str_mv |
http://creativecommons.org/licenses/by-nc/4.0/ |
dc.rights.accessrights.spa.fl_str_mv |
info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Atribución-NoComercial 4.0 Internacional Derechos reservados - Universidad Nacional de Colombia http://creativecommons.org/licenses/by-nc/4.0/ http://purl.org/coar/access_right/c_abf2 |
eu_rights_str_mv |
openAccess |
dc.format.mimetype.spa.fl_str_mv |
application/pdf |
dc.publisher.spa.fl_str_mv |
Universidad Nacional de Colombia - Sede Bogotá - Facultad de Ciencias - Departamento de Química |
institution |
Universidad Nacional de Colombia |
bitstream.url.fl_str_mv |
https://repositorio.unal.edu.co/bitstream/unal/66242/1/67115-385730-1-PB.pdf https://repositorio.unal.edu.co/bitstream/unal/66242/2/67115-385730-1-PB.pdf.jpg |
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MD5 MD5 |
repository.name.fl_str_mv |
Repositorio Institucional Universidad Nacional de Colombia |
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repositorio_nal@unal.edu.co |
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1814090141142089728 |
spelling |
Atribución-NoComercial 4.0 InternacionalDerechos reservados - Universidad Nacional de Colombiahttp://creativecommons.org/licenses/by-nc/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Chaur Valencia, Manuel Noé6233669e-538c-4dfb-9659-d67b72007ff3300Romero, Elkin Libardo24c01f26-db08-4088-869e-f15a6cd71d75300Gutierrez, Gustavod3cf7c21-4642-47f2-b8d9-e7b3563f27f8300Soto Monsalve, Mónicadf3c6f6c-196d-45d5-9494-34f161fc4e52300D´Vries, Richardcec23c6f-a5c9-4d29-9d32-00a2ce720336300Zuluaga, Héctor Fabio9048c60b-fabd-4b04-aa02-f968f7f01ac43002019-07-03T01:45:05Z2019-07-03T01:45:05Z2018-05-01ISSN: 2357-3791https://repositorio.unal.edu.co/handle/unal/66242http://bdigital.unal.edu.co/67266/A novel molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinoline (1-E) was synthesized. Interconversion of 1-E to its configurational isomer 1-Z was achieved using UV radiation (250 W Hg lamp). Such isomerization was monitored by 1H-NMR. The results suggest that the hydrazone derivative can act as a chemical brake in solution. This molecular system was structurally (Single Crystal X-Ray diffraction and DFT calculations) and spectroscopically (NMR, UV, and IR) characterized. Electrochemical measurements showed that configurational changes induce differential redox behavior. In this regard, the reported quinoline system exhibits different dynamic absorption and electrochemical properties that are modulated by the UV-light induced configurational change. Therefore, 1-E can be regarded as potential photo-electrochemical switch.Se sintetizó un nuevo sistema molecular basado en 2-((2-(4-chlorofenilhidrazona)metil)quinolina. Del mismo modo, se evaluó la respuesta dinámica de este compuesto a radiación ultravioleta y formación de un enlace de hidrógeno intramolecular. Los resultados muestran que este derivado de hidrazona puede actuar como freno en solución. El sistema en mención es descrito estructural (Cristalografía de Rayos X y cálculos DFT) y espectroscópicamente (RMN, UV e IR). La interconversión de este sistema entre las configuraciones 1-E y 1-Z fue mediada por radiación UV y monitoreada a través de RMN-1H. El estudio electroquímico mostró un comportamiento diferencial en función de su configuración, aspecto fundamental en el desarrollo de sistemas foto- y electroquímicamente modulados.Neste trabalho é apresentado um novo sistema molecular baseado na 2-((2-(4-clorofenilhidrazona)metil)quinolina, capaz de responder dinamicamente à radiação ultravioleta formando uma ligação de hidrogénio intramolecular que atua como um freio na solução. Este sistema é descrito estruturalmente (cristalografia de raios-X e DFT) e por diferentes técnicas espectroscópicas (RMN, de UV e de IV). Radiação UV foi usada para fazer a interconversão da hidrazona 1-E no seu isômero configuracional 1-Z. Este processo foi monitorado pelo RMN. As medidas eletroquímicas mostraram que as mudanças configuracionais entre os isômeros induzem a comportamentos redox diferentes, o que é uma caraterística chave no desenvolvimento de interruptores fotoelectroquímicos.application/pdfspaUniversidad Nacional de Colombia - Sede Bogotá - Facultad de Ciencias - Departamento de Químicahttps://revistas.unal.edu.co/index.php/rcolquim/article/view/67115Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de QuímicaRevista Colombiana de QuímicaChaur Valencia, Manuel Noé and Romero, Elkin Libardo and Gutierrez, Gustavo and Soto Monsalve, Mónica and D´Vries, Richard and Zuluaga, Héctor Fabio (2018) Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone. Revista Colombiana de Química, 47 (2). pp. 63-72. ISSN 2357-379154 Química y ciencias afines / ChemistryHydrazone derivativesconfigurational dynamicsingle XRDDFT calculationselectrochemistryderivados hidrazónicosdinámica configuracionalcristalografía de rayos Xcálculos DFTelectroquímicaderivados de hidrazonasDinâmica configuracionalCristalografia de Raios-XCálculos DFTEletroquímicaStructural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinoloneArtículo de revistainfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85Texthttp://purl.org/redcol/resource_type/ARTORIGINAL67115-385730-1-PB.pdfapplication/pdf1291275https://repositorio.unal.edu.co/bitstream/unal/66242/1/67115-385730-1-PB.pdf619f7f20ff11d017de9cd9ffea8b2fdcMD51THUMBNAIL67115-385730-1-PB.pdf.jpg67115-385730-1-PB.pdf.jpgGenerated Thumbnailimage/jpeg7258https://repositorio.unal.edu.co/bitstream/unal/66242/2/67115-385730-1-PB.pdf.jpgdfa65e3da35fd141a306c37a85204cb5MD52unal/66242oai:repositorio.unal.edu.co:unal/662422024-05-15 23:09:05.741Repositorio Institucional Universidad Nacional de Colombiarepositorio_nal@unal.edu.co |