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A Thiourea-based Rotaxane Catalyst: Nucleophilic Fluorination Phase-Transfer Process Unlocked by the Mechanical Bond

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dc.contributor.authorMartínez Cuezva, Alberto
dc.contributor.authorBerná Cánovas, José
dc.contributor.authorPuigcerver Alarcón, Julio
dc.contributor.authorJuan S. Santiago Dato
dc.contributor.authorAlajarín Cerón, Mateo
dc.contributor.departmentQuímica Orgánica
dc.date.accessioned2025-09-30T07:45:46Z
dc.date.available2025-09-30T07:45:46Z
dc.date.copyright© 2025 American Chemical Society
dc.date.issued2025-03-18
dc.description.abstractWe report a five-component clipping approach using activated isophthaloyl-derived esters to synthesize an amide-based thiourea rotaxane. This method overcomes acyl chloride limitations with nucleophilic thiourea threads. The steric hindrance of the mechanical bond enables, for the first time, an interlocked thiourea as a hydrogen-bonding phase-transfer organocatalyst in nu-cleophilic fluorinations. This highlights how mechanical bonds expand thiourea catalysis to processes previously incompatible with conventional catalysts.
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dc.identifier.doihttps://doi.org/10.1021/acs.orglett.5c00411
dc.identifier.eissn1523-7052
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/10201/163989
dc.languageeng
dc.publisherAmerican Chemical Society
dc.relationThis work was supported by Grant PID2023-149097NB-I00 funded by MICIU/AEI/10.13039/501100011033 and by ERDF/EU and Project 21907/PI/22 funded by Fundacion Seneca-CARM. J.P. also thanks the MICIU for his predoctoral contract (FPU19/05419)
dc.relation.publisherversionhttps://pubs.acs.org/doi/10.1021/acs.orglett.5c00411
dc.rightsAttribution 4.0 International*
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectHydrogen bonded rotaxanes
dc.subjectMechanical bond
dc.subjectCatalysis
dc.subject.odsObjetivo 8: Crecimiento económico
dc.titleA Thiourea-based Rotaxane Catalyst: Nucleophilic Fluorination Phase-Transfer Process Unlocked by the Mechanical Bond
dc.typeinfo:eu-repo/semantics/article
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