A Tetraferrocenyl-Resorcinarene Cavitand as a Redox-Switchable Host of Ammonium Salts
Ver/ Abrir
Impacto
Scholar |
Otros documentos de la autoría: Ruiz-Botella, Sheila; Vidossich, Pietro; Ujaque, Gregori; Vicent Barrera, Cristian; Peris, Eduardo
Metadatos
Mostrar el registro completo del ítemcomunitat-uji-handle:10234/9
comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/141972
comunitat-uji-handle4:10234/141976
INVESTIGACIONMetadatos
Título
A Tetraferrocenyl-Resorcinarene Cavitand as a Redox-Switchable Host of Ammonium SaltsAutoría
Fecha de publicación
2015-06-10Editor
WileyISSN
0947-6539Cita bibliográfica
RUIZ‐BOTELLA, Sheila, et al. A Tetraferrocenyl‐Resorcinarene Cavitand as a Redox‐Switchable Host of Ammonium Salts. Chemistry-A European Journal, 2015, vol. 21, no 29, p. 10558-10565.Tipo de documento
info:eu-repo/semantics/articleVersión de la editorial
http://onlinelibrary.wiley.com/doi/10.1002/chem.201501139/fullPalabras clave / Materias
Resumen
Tetraannulation of a resorcinarene-octaamino cavitand with ferrocenecarboxaldehyde allows the preparation of a tetrabenzimidazole-resorcinarene cavitand with four ferrocenyl moieties directly linked to the C2 atom of ... [+]
Tetraannulation of a resorcinarene-octaamino cavitand with ferrocenecarboxaldehyde allows the preparation of a tetrabenzimidazole-resorcinarene cavitand with four ferrocenyl moieties directly linked to the C2 atom of the imidazole units. Oxidation of the four ferrocenyl moieties produces important structural modifications of the molecule, as indicated by DFT calculations performed for the neutral and tetraoxidized forms of the cavitand. By means of 1H NMR spectroscopic analysis, the encapsulating properties of the new tetraferrocenyl-resorcinarene cavitand toward a series of ammonium salts were evaluated, and a clear cutoff point in binding affinity with respect to size was observed. Cyclic voltammetric studies allowed us to estimate the relative association constants for the neutral and oxidized forms of the cavitand, thus indicating that the guest was bound to the neutral (reduced) state of the cavitand and was released from the oxidized form. These redox-addressable conformational and binding properties of the resorcinarene-tetraferrocenyl cavitand constitute all the necessary features of a redox-switchable molecular gripper. By means of mass-spectrometric analysis, we could unambiguously confirm the molar stoichiometry of the host–guest complex (1:1) and assess the strong guest encapsulation, as indicated by triggering the covalent coupling between host and guest in the gas phase. [-]
Publicado en
Chemistry A European Journal (2015), vol. 21, no. 29Derechos de acceso
Copyright © 1999 - 2015 John Wiley & Sons, Inc. All Rights Reserved
http://rightsstatements.org/vocab/InC/1.0/
info:eu-repo/semantics/openAccess
http://rightsstatements.org/vocab/InC/1.0/
info:eu-repo/semantics/openAccess
Aparece en las colecciones
- QOMCAT_ Articles [9]