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...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Universidad Nacional de Colombia
2018-05-01
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| Series: | Revista Colombiana de Química |
| Subjects: | |
| Online Access: | https://revistas.unal.edu.co/index.php/rcolquim/article/view/67115 |
| _version_ | 1819073507773906944 |
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| author | Manuel Noé Chaur Valencia Elkin Libardo Romero Gustavo Gutierrez Mónica Soto Monsalve Richard D´Vries Héctor Fabio Zuluaga |
| author_facet | Manuel Noé Chaur Valencia Elkin Libardo Romero Gustavo Gutierrez Mónica Soto Monsalve Richard D´Vries Héctor Fabio Zuluaga |
| author_sort | Manuel Noé Chaur Valencia |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-21T17:54:44Z |
| format | Article |
| id | doaj.art-ffccb1db342445d98b7a36d2e7f37e9e |
| institution | Directory Open Access Journal |
| issn | 0120-2804 2357-3791 |
| language | English |
| last_indexed | 2024-12-21T17:54:44Z |
| publishDate | 2018-05-01 |
| publisher | Universidad Nacional de Colombia |
| record_format | Article |
| series | Revista Colombiana de Química |
| spelling | doaj.art-ffccb1db342445d98b7a36d2e7f37e9e2022-12-21T18:55:14ZengUniversidad Nacional de ColombiaRevista Colombiana de Química0120-28042357-37912018-05-01472637210.15446/rev.colomb.quim.v47n2.6711547628Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinoloneManuel Noé Chaur Valencia0Elkin Libardo Romero1Gustavo Gutierrez2Mónica Soto Monsalve3Richard D´Vries4Héctor Fabio Zuluaga5Universidad del ValleUniversidad del ValleUniversidad IcesiUniversidade de São PauloUniversidad Santiago de CaliUniversidad del ValleA 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.https://revistas.unal.edu.co/index.php/rcolquim/article/view/67115Hydrazone derivativesconfigurational dynamicsingle XRDDFT calculationselectrochemistry |
| spellingShingle | Manuel Noé Chaur Valencia Elkin Libardo Romero Gustavo Gutierrez Mónica Soto Monsalve Richard D´Vries Héctor Fabio Zuluaga Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinolone Revista Colombiana de Química Hydrazone derivatives configurational dynamic single XRD DFT calculations electrochemistry |
| title | 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_short | 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 |
| topic | Hydrazone derivatives configurational dynamic single XRD DFT calculations electrochemistry |
| url | https://revistas.unal.edu.co/index.php/rcolquim/article/view/67115 |
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