Article Dans Une Revue Chemistry - A European Journal Année : 2024

Polyfluoroalkyl Chain‐Based Assemblies for Biomimetic Catalysis

Résumé

Amphiphobic fluoroalkyl chains are exploited for creating robust and diverse self‐assembled biomimetic catalysts in aqueous solution. Long terminal perfluoroalkyl chains (CnF2n+1 with n = 6, 8, and 10) yoked with a short perhydroalkyl chains (CmH2m with m = 2 and 3) were used to synthesize several 1,4,7‐triazacyclononane (TACN) derivatives, CnF2n+1‐CmH2m‐TACN. In the presence of an equimolar amount of Zn2+ ions that coordinate the TACN moiety and drive the self‐assembly into micelle‐like aggregates, the critical aggregation concentration of polyfluorinated CnF2n+1‐CmH2mTACN·Zn2+ was lowered by ~1 order of magnitude compared to the traditional perhyroalkyl counterpart with identical carbon number of alkyl chain. When 2’‐hydroxypropyl‐4‐nitrophenyl phosphate was used as the model phosphate substrate, polyfluorinated CnF2n+1CmH2m‐TACN·Zn2+ assemblies showed higher affinity and catalytic activity, compared to its perhyroalkyl chain‐based counterpart. Coarse‐grained molecular dynamic simulations have been introduced to explore the supramolecular assembly of polyfluoroalkyl chains in the presence of Zn2+ ions and to better understand their enhanced catalytic activity.

Fichier principal
Vignette du fichier
Manuscript-2023-10-06.pdf (1.17 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)
Licence

Dates et versions

hal-04252759 , version 1 (21-10-2023)

Licence

Identifiants

Citer

Ning Liu, Ping Gao, Hai-Yan Lu, Lei Fang, Julien Nicolas, et al.. Polyfluoroalkyl Chain‐Based Assemblies for Biomimetic Catalysis. Chemistry - A European Journal, In press, 30 (1), ⟨10.1002/chem.202302669⟩. ⟨hal-04252759⟩
65 Consultations
412 Téléchargements

Altmetric

Partager

  • More