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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Pérez Martínez, Jesús de Maria | - |
dc.contributor.author | Puigcerver, Julio | - |
dc.contributor.author | Orlando, Tainara | - |
dc.contributor.author | Martins, Marcos A. P. | - |
dc.contributor.author | Alajarín, Mateo | - |
dc.contributor.author | Martinez-Cuezva, Alberto | - |
dc.contributor.author | Berná Cánovas, José | - |
dc.contributor.author | Pastor, Aurelia | - |
dc.contributor.other | Facultades, Departamentos, Servicios y Escuelas::Departamentos de la UMU::Química Orgánica | es |
dc.date.accessioned | 2023-04-24T10:50:56Z | - |
dc.date.available | 2023-04-24T10:50:56Z | - |
dc.date.created | 2021 | - |
dc.date.issued | 2021 | - |
dc.identifier.citation | Organic Chemistry Frontiers, 2021, 8, 4202-4210. | es |
dc.identifier.issn | 2052-4129 | - |
dc.identifier.uri | http://hdl.handle.net/10201/130294 | - |
dc.description | ©2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/ This document is the Accepted, version of a Published Work that appeared in final form in [Organic Chemistry Frontiers]. To access the final edited and published work see[https://doi.org/10.1039/D1QO00789K] | es |
dc.description.abstract | We report here the enhanced efficiency as organocatalysts of a series of succinamide-based hydrogen-bonded [2]rotaxanes functionalized with an acyclic secondary amine as the catalytic active site. We also evaluated their catalytic activity, comparing with that of their non-interlocked threads, in an iminium-type process between crotonaldehyde and acetylacetone. The presence of an interlocked polyamide macrocycle notably increased the catalytic activity of the entwined organocatalysts. The mechanized catalysts rapidly form the reactive iminium intermediate with the aldehyde, increasing its population. The hydrogen-bonding interaction established between the macrocycle and the electrophile has been proposed as one of the reasons for the rapid formation and stabilization of this key intermediate. | es |
dc.format | application/pdf | es |
dc.format.extent | 9 | es |
dc.language | eng | es |
dc.publisher | Royal Society of Chemistry | es |
dc.relation | This work was supported by the MINECO and MICINN (CTQ2017-87231-P, PID2020-113686GB-I00 and RYC-2017-22700) with joint financing by FEDER Funds and Fundacion Seneca-CARM (Project 20811/PI/18). T.O. is grateful to the fellowship from CAPES/Print (Proc. 8881.310412/2018-01). J.P. thanks the Ministerio de Ciencia, Innovación y Universidades for his predoctoral contract (FPU19/05419). | es |
dc.relation.isreplacedby | https://pubs.rsc.org/en/content/articlelanding/2021/QO/D1QO00789K | es |
dc.rights | info:eu-repo/semantics/openAccess | es |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | Mechanical bond | es |
dc.subject | Rotaxane | es |
dc.subject | Organocatalysis ORGANOCATALYSIS | es |
dc.subject | Michael additions | es |
dc.subject | Kinetics | es |
dc.subject | Supramolecular activation | es |
dc.subject.other | CDU::5 - Ciencias puras y naturales::54 - Química::547 - Química orgánica | es |
dc.title | Mechanical bonding activation in rotaxane-based organocatalysts | es |
dc.type | info:eu-repo/semantics/article | es |
dc.relation.publisherversion | https://pubs.rsc.org/en/content/articlelanding/2021/QO/D1QO00789K | es |
dc.identifier.doi | https://doi.org/10.1039/D1QO00789K | - |
Aparece en las colecciones: | Artículos: Química Orgánica |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
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OCF_Accepted MS_MechanicalBondingActivation.pdf | Accepted MS version of Org. Chem. Front., 2021, 8, 4202-4210 | 2,14 MB | Adobe PDF | Visualizar/Abrir |
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