Rotores Moleculares Basados en Hemitioindigo Impulsados por Luz: Aspectos Destacados Aspectos Destacados
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mar 31, 2023
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José Juan García Sánchez
http://orcid.org/0000-0002-6415-7854
Samanta Estefania Cruz Ángeles
http://orcid.org/0000-0001-6352-4483
http://orcid.org/0000-0002-6415-7854
Samanta Estefania Cruz Ángeles
http://orcid.org/0000-0001-6352-4483
Resumen
Los rotores moleculares son una subclasificación de las máquinas moleculares y son fundamentales para el desarrollo de tecnologías innovadoras en diversos campos. Este artículo explora exclusivamente los rotores moleculares basados en hemitioindigo (HTI) impulsados por luz, sus variedades, rutas sintéticas, mecanismo de fotoisomerización, y sus propiedades físicas, químicas y fotocrómicas. Para ello, se realizo un análisis de carácter exploratorio, del cual se concluyo que, una de las propiedades que les otorga a estos rotores ventaja sobre otras estructuras es su rotación unidireccional extremadamente rápida al ser irradiados con luz visible, además que sus múltiples perspectivas de aplicación y desarrollo derivadas del aprovechamiento de sus propiedades hacen de estos compuestos una interesante propuesta de innovación en investigación científica.
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GARCÍA SÁNCHEZ, José Juan; CRUZ ÁNGELES, Samanta Estefania.
Rotores Moleculares Basados en Hemitioindigo Impulsados por Luz: Aspectos Destacados.
CIENCIA ergo-sum, [S.l.], v. 31, n. 2, mar. 2023.
ISSN 2395-8782.
Disponible en: <https://cienciaergosum.uaemex.mx/article/view/16644>. Fecha de acceso: 29 mayo 2023
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Ciencias exactas y aplicadas
Esta obra está bajo licencia internacional Creative Commons Reconocimiento-NoComercial-SinObrasDerivadas 4.0.
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CC BY-NC-ND
Astumian, R. D., Mukherjee, S., & Warshel, A. (2016). The Physics and Physical Chemistry of Molecular Machines. ChemPhysChem, 17(12), 1719-1741. https://doi.org/10.1002/cphc.201600184
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Baroncini, M., Casimiro, L., de Vet, C., Groppi, J., Silvi, S., & Credi, A. (2018). Making and Operating Molecular Machines: A Multidisciplinary Challenge. ChemistryOpen, 7(2), 169-179. https://doi.org/10.1002/open.201700181
Baroncini, M., Silvi, S., & Credi, A. (2019). Photo- and Redox-Driven Artificial Molecular Motors. Chemical Reviews, 120(1), 200-268. https://doi.org/10.1021/acs.chemrev.9b00291
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Chen, J., Leung, F. K.-C., Stuart, M. C. A., Kajitani, T., Fukushima, T., van der Giessen, E., & Feringa, B. L. (2017). Artificial muscle-like function from hierarchical supramolecular assembly of photoresponsive molecular motors. Nature Chemistry, 10(2), 132-138. https://doi.org/10.1038/nchem.2887
Cnossen, A., Browne, W. R., & Feringa, B. L. (2014). Unidirectional Light-Driven Molecular Motors Based on Overcrowded Alkenes. Molecular Machines and Motors, 139-162. https://doi.org/10.1007/128_2013_512
Cordes, T., Schadendorf, T., Priewisch, B., Rück-Braun, K., & Zinth, W. (2008). The Hammett Relationship and Reactions in the Excited Electronic State: HemithioindigoZ/E-Photoisomerization. The Journal of Physical Chemistry A, 112(4), 581-588. https://doi.org/10.1021/jp077472l
Credi, A., Silvi, S., & Venturi, M. (2014). Light-Operated Machines Based on Threaded Molecular Structures. Molecular Machines and Motors, 1-34. https://doi.org/10.1007/128_2013_509
Credi, A., Silvi, S., & Venturi, M. (2014). Molecular Machines and Motors. Springer Publishing. https://doi.org/10.1007/978-3-319-08678-1
De Bo, G., Kuschel, S., Leigh, D. A., Lewandowski, B., Papmeyer, M., & Ward, J. W. (2014). Efficient Assembly of Threaded Molecular Machines for Sequence-Specific Synthesis. Journal of the American Chemical Society, 136(15), 5811-5814. https://doi.org/10.1021/ja5022415
Eggers, K., Fyles, T. M., & Montoya-Pelaez, P. J. (2001). Synthesis and Characterization of Photoswitchable Lipids Containing Hemithioindigo Chromophores. The Journal of Organic Chemistry, 66(9), 2966-2977. https://doi.org/10.1021/jo0056848
Erbas-Cakmak, S., Leigh, D. A., McTernan, C. T., & Nussbaumer, A. L. (2015). Artificial Molecular Machines. Chemical Reviews, 115(18), 10081-10206. https://doi.org/10.1021/acs.chemrev.5b00146
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Feringa, B. L., & Browne, W. R. (2011). Molecular switches (2.a ed., Vol. 2) [Libro electrónico]. Wiley. https://doi.org/10.1002/9783527634408
García-López, V., Liu, D., & Tour, J. M. (2019). Light-Activated Organic Molecular Motors and Their Applications. Chemical Reviews, 120(1), 79-124. https://doi.org/10.1021/acs.chemrev.9b00221
Gerwien, A., Mayer, P. & Dube, H. (2019). Green light powered molecular state motor enabling eight-shaped unidirectional rotation. Nat Commun 10, 4449 https://doi.org/10.1038/s41467-019-12463-4
Gerwien, A., Mayer, P., & Dube, H. (2018). Photon-Only Molecular Motor with Reverse Temperature-Dependent Efficiency. Journal of the American Chemical Society, 140(48), 16442-16445. https://doi.org/10.1021/jacs.8b10660
Gerwien, A., Reinhardt, T., Mayer, P., & Dube, H. (2017). Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches. Organic Letters, 20(1), 232-235. https://doi.org/10.1021/acs.orglett.7b03574
Gerwien, A., Schildhauer, M., Thumser, S., Mayer, P., & Dube, H. (2018). Direct evidence for hula twist and single-bond rotation photoproducts. Nature communications, 9(1), 2510. https://doi.org/10.1038/s41467-018-04928-9
Groppi, J., Baroncini, M., Venturi, M., Silvi, S., & Credi, A. (2019). Design of photo-activated molecular machines: highlights from the past ten years. Chemical Communications, 55(84), 12595-12602. https://doi.org/10.1039/c9cc06516d
Guentner, M., Schildhauer, M., Thumser, S., Mayer, P., Stephenson, D., Mayer, P. J., & Dube, H. (2015). Sunlight-powered kHz rotation of a hemithioindigo-based molecular motor. Nature Communications, 6(1). https://doi.org/10.1038/ncomms9406
Hashidzume, A., Yamaguchi, H., & Harada, A. (2014). Cyclodextrin-Based Molecular Machines. Molecular Machines and Motors, 71-110. https://doi.org/10.1007/128_2014_547
Heard, A. W., & Goldup, S. M. (2020). Simplicity in the Design, Operation, and Applications of Mechanically Interlocked Molecular Machines. ACS Central Science, 6(2), 117-128. https://doi.org/10.1021/acscentsci.9b01185
Hoffmann, K., Guentner, M., Mayer, P., & Dube, H. (2019). Symmetric and nonsymmetric bis-hemithioindigos – precise visible light controlled shape-shifters. Organic Chemistry Frontiers, 6(8), 1244-1252. https://doi.org/10.1039/c9qo00202b
Hoffmann, K., Mayer, P., & Dube, H. (2019). A hemithioindigo molecular motor for metal surface attachment. Organic & Biomolecular Chemistry, 17(7), 1979-1983. https://doi.org/10.1039/c8ob02424c
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