: In this work, the ability of several bis-viologen axles to thread a series of heteroditopic tris(N-phenylureido)calix[6]arene wheels to give interwoven supramolecular complexes to the [3]pseudorotaxane type was studied. The unidirectionality of the threading process inside these nonsymmetric wheels allows the formation of highly preorganised [3]pseudorotaxane and [3]rotaxane species in which the macrocycles phenylureido moieties, functionalised with either ester, carboxylic, or hydroxymethyl groups, are facing each other. As verified by NMR and semiempirical computational studies, these latter compounds possess the correct spatial arrangement of their subcomponents, which could lead, in principle, upon proper bridging reaction, to the realisation of upper-to-upper molecular capsules that are based on calix[6]arene derivatives.

Calix[6]arene-Based [3]Rotaxanes as Prototypes for the Template Synthesis of Molecular Capsules / Cester Bonati, Federica; Bazzoni, Margherita; Baccini, Caterina; Zanichelli, Valeria; Orlandini, Guido; Arduini, Arturo; Cera, Gianpiero; Secchi, Andrea. - In: MOLECULES. - ISSN 1420-3049. - 28:2(2023), p. 595. [10.3390/molecules28020595]

Calix[6]arene-Based [3]Rotaxanes as Prototypes for the Template Synthesis of Molecular Capsules

Cester Bonati, Federica
Investigation
;
Bazzoni, Margherita
Investigation
;
Baccini, Caterina
Methodology
;
Arduini, Arturo
Conceptualization
;
Cera, Gianpiero
Writing – Review & Editing
;
Secchi, Andrea
Writing – Review & Editing
2023-01-01

Abstract

: In this work, the ability of several bis-viologen axles to thread a series of heteroditopic tris(N-phenylureido)calix[6]arene wheels to give interwoven supramolecular complexes to the [3]pseudorotaxane type was studied. The unidirectionality of the threading process inside these nonsymmetric wheels allows the formation of highly preorganised [3]pseudorotaxane and [3]rotaxane species in which the macrocycles phenylureido moieties, functionalised with either ester, carboxylic, or hydroxymethyl groups, are facing each other. As verified by NMR and semiempirical computational studies, these latter compounds possess the correct spatial arrangement of their subcomponents, which could lead, in principle, upon proper bridging reaction, to the realisation of upper-to-upper molecular capsules that are based on calix[6]arene derivatives.
2023
Calix[6]arene-Based [3]Rotaxanes as Prototypes for the Template Synthesis of Molecular Capsules / Cester Bonati, Federica; Bazzoni, Margherita; Baccini, Caterina; Zanichelli, Valeria; Orlandini, Guido; Arduini, Arturo; Cera, Gianpiero; Secchi, Andrea. - In: MOLECULES. - ISSN 1420-3049. - 28:2(2023), p. 595. [10.3390/molecules28020595]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2937951
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