Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis

Molecular cages are versatile supramolecular architectures with applications in guest encapsulation, catalysis, and sensing. This study reports the first Pd2L4 cage where vertices are bridged by-(CF2)n-chains. Cage synthesis is achieved by the self-assembly of a ligand comprising a perfluorinated al...

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Autores: Fiorini, G, Pairault, N, Vicent, C, Martinez-Máñez, R, McClenaghan, N, Marti-Centelles, V
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Centro de Investigación Principe Felipe (CIPF)
Repositorio:r-CIPF. Repositorio Institucional Producción Científica del Centro de Investigación Principe Felipe (CIPF)
OAI Identifier:oai:cipf.fundanetsuite.com:p4528
Acceso en línea:https://cipf.fundanetsuite.com/Publicaciones/ProdCientif/PublicacionFrw.aspx?id=4528
Access Level:acceso abierto
Palabra clave:molecular cages
fluorous cages
supra-molecular chemistry
self-assembly
ligand design
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spelling Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and SynthesisFiorini, GPairault, NVicent, CMartinez-Máñez, RMcClenaghan, NMarti-Centelles, Vmolecular cagesfluorous cagessupra-molecular chemistryself-assemblyligand designMolecular cages are versatile supramolecular architectures with applications in guest encapsulation, catalysis, and sensing. This study reports the first Pd2L4 cage where vertices are bridged by-(CF2)n-chains. Cage synthesis is achieved by the self-assembly of a ligand comprising a perfluorinated alkyl chain grafted with terminal pyridines and Pd(II). While the synthesis with a ligand comprising alpha,omega-monosubstituted pyridines partially produces the desired cage, the further design of two ligands with methoxy groups at the meta or para positions relative to the N-atom greatly enhances the coordination strength between the metal centre and the pyridine group. The para-substituted ligand quantitatively yields the most stable Pd2L4 cage. These findings highlight the influence of electronic effects on coordination-driven self-assembly and provide a pathway for designing robust and functional metal-organic cages containing perfluorinated edges. Additionally, we performed host-guest experiments that show a good affinity with environmentally concerning contaminant perfluorooctanoic acid. In summary, we developed Pd2L4 metal-organic cages with perfluoroalkyl edges that show good stability and promising host-guest properties.CHINESE CHEMICAL SOC2025info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttps://cipf.fundanetsuite.com/Publicaciones/ProdCientif/PublicacionFrw.aspx?id=4528CCS ChemistryISSN: 20965745reponame:r-CIPF. Repositorio Institucional Producción Científica del Centro de Investigación Principe Felipe (CIPF)instname:Centro de Investigación Principe Felipe (CIPF)Inglésinfo:eu-repo/semantics/openAccessoai:cipf.fundanetsuite.com:p45282026-06-17T11:19:47Z
dc.title.none.fl_str_mv Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
title Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
spellingShingle Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
Fiorini, G
molecular cages
fluorous cages
supra-molecular chemistry
self-assembly
ligand design
title_short Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
title_full Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
title_fullStr Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
title_full_unstemmed Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
title_sort Pd2L4 Metal-Organic Cages with Perfluoroalkyl Edges: Ligand Design and Synthesis
dc.creator.none.fl_str_mv Fiorini, G
Pairault, N
Vicent, C
Martinez-Máñez, R
McClenaghan, N
Marti-Centelles, V
author Fiorini, G
author_facet Fiorini, G
Pairault, N
Vicent, C
Martinez-Máñez, R
McClenaghan, N
Marti-Centelles, V
author_role author
author2 Pairault, N
Vicent, C
Martinez-Máñez, R
McClenaghan, N
Marti-Centelles, V
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv molecular cages
fluorous cages
supra-molecular chemistry
self-assembly
ligand design
topic molecular cages
fluorous cages
supra-molecular chemistry
self-assembly
ligand design
description Molecular cages are versatile supramolecular architectures with applications in guest encapsulation, catalysis, and sensing. This study reports the first Pd2L4 cage where vertices are bridged by-(CF2)n-chains. Cage synthesis is achieved by the self-assembly of a ligand comprising a perfluorinated alkyl chain grafted with terminal pyridines and Pd(II). While the synthesis with a ligand comprising alpha,omega-monosubstituted pyridines partially produces the desired cage, the further design of two ligands with methoxy groups at the meta or para positions relative to the N-atom greatly enhances the coordination strength between the metal centre and the pyridine group. The para-substituted ligand quantitatively yields the most stable Pd2L4 cage. These findings highlight the influence of electronic effects on coordination-driven self-assembly and provide a pathway for designing robust and functional metal-organic cages containing perfluorinated edges. Additionally, we performed host-guest experiments that show a good affinity with environmentally concerning contaminant perfluorooctanoic acid. In summary, we developed Pd2L4 metal-organic cages with perfluoroalkyl edges that show good stability and promising host-guest properties.
publishDate 2025
dc.date.none.fl_str_mv 2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://cipf.fundanetsuite.com/Publicaciones/ProdCientif/PublicacionFrw.aspx?id=4528
url https://cipf.fundanetsuite.com/Publicaciones/ProdCientif/PublicacionFrw.aspx?id=4528
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv CHINESE CHEMICAL SOC
publisher.none.fl_str_mv CHINESE CHEMICAL SOC
dc.source.none.fl_str_mv CCS Chemistry
ISSN: 20965745
reponame:r-CIPF. Repositorio Institucional Producción Científica del Centro de Investigación Principe Felipe (CIPF)
instname:Centro de Investigación Principe Felipe (CIPF)
instname_str Centro de Investigación Principe Felipe (CIPF)
reponame_str r-CIPF. Repositorio Institucional Producción Científica del Centro de Investigación Principe Felipe (CIPF)
collection r-CIPF. Repositorio Institucional Producción Científica del Centro de Investigación Principe Felipe (CIPF)
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.812455

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