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http://hdl.handle.net/10662/21890
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DC Field | Value | Language |
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dc.contributor.author | Martínez Vázquez, Rafael Fernando | - |
dc.contributor.author | Matamoros Castellano, Esther | - |
dc.contributor.author | Cintas Moreno, Pedro | - |
dc.contributor.author | Palacios Albarrán, Juan Carlos | - |
dc.date.accessioned | 2024-07-12T10:55:02Z | - |
dc.date.available | 2024-07-12T10:55:02Z | - |
dc.date.issued | 2020 | - |
dc.identifier.issn | 0022-2623 | - |
dc.identifier.uri | http://hdl.handle.net/10662/21890 | - |
dc.description | Publicado en: J. Org. Chem. 2020, 85, 9, 5838–5862 con DOI https://doi.org/10.1021/acs.joc.0c00130 | es_ES |
dc.description.abstract | Imine and enamine bonds decorate the skeleton of numerous reagents, catalysts, and organic materials. However, it is difficult to isolate at will a single tautomer, as dynamic equilibria occur easily, even in the solid state, and are sensitive to electronic and steric effect, including π-conjugation and H-bonding. Here, using as model Schiff bases generated from salicylaldehydes and TRIS in a set of linear free energy relationships (LFER), we disclose how the formation of either imines or enamines can be controlled and provide a comprehensive framework that captures the structural underpinning of this prediction. This work highlights the potentiality of tailor-made designs en route to compounds with desirable functionality. | es_ES |
dc.description.sponsorship | This work was supported by the Junta de Extremadura and Fondo Europeo de Desarrollo Regional (Grant IB16167 and GR18015). The Research & Technological Innovation and Supercomputing Center of Extremadura (CénitS) is gratefully acknowledged for permitting the use of the supercomputer LUSITANIA II. Special thanks go to Dr. J. L. Jiménez for his assistance and further discussions. | es_ES |
dc.format.extent | 25 | es_ES |
dc.format.mimetype | application/pdf | en_US |
dc.language.iso | eng | es_ES |
dc.publisher | ACS Publications | es_ES |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 International | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | Aromatic compounds | es_ES |
dc.subject | Substituents | es_ES |
dc.subject | Noncovalent interactions | es_ES |
dc.subject | Compuestos aromáticos | es_ES |
dc.subject | Sustituyentes | es_ES |
dc.subject | Interacciones no covalentes | es_ES |
dc.title | Imine or Enamine? Insights and Predictive Guidelines from the Electronic Effect of Substituents in H‑Bonded Salicylimines | es_ES |
dc.type | article | es_ES |
dc.description.version | notPeerReviewed | es_ES |
europeana.type | TEXT | en_US |
dc.rights.accessRights | openAccess | es_ES |
dc.subject.unesco | 2306 Química Orgánica | es_ES |
dc.subject.unesco | 2306.02 Hidrocarburos Aromáticos | es_ES |
europeana.dataProvider | Universidad de Extremadura. España | es_ES |
dc.identifier.bibliographicCitation | Imine or Enamine? Insights and Predictive Guidelines from the Electronic Effect of Substituents in H-Bonded Salicylimines R. Fernando Martínez, Esther Matamoros, Pedro Cintas, and Juan C. Palacios The Journal of Organic Chemistry 2020 85 (9), 5838-5862. DOI: 10.1021/acs.joc.0c00130 | es_ES |
dc.type.version | draft | es_ES |
dc.contributor.affiliation | Universidad de Extremadura. Departamento de Química Orgánica e Inorgánica | es_ES |
dc.contributor.affiliation | Universidad de Extremadura. Instituto Universitario de Investigación del Agua, Cambio Climático y Sostenibilidad (IACYS) | - |
dc.relation.publisherversion | https://pubs.acs.org/doi/10.1021/acs.joc.0c00130?ref=pdf | es_ES |
dc.identifier.publicationtitle | The Journal of Organic Chemistry | es_ES |
dc.identifier.e-issn | 1520-4804 | - |
dc.identifier.orcid | 0000-0002-3278-6074 | es_ES |
dc.identifier.orcid | 0000-0003-4460-2065 | es_ES |
dc.identifier.orcid | 0000-0002-2608-3604 | es_ES |
Appears in Collections: | DQOIN - Artículos IACYS - Artículos |
Files in This Item:
File | Description | Size | Format | |
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acs_joc_0c00130_draft.pdf | 845,06 kB | Adobe PDF | View/Open |
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