Contact Us | Language: čeština English
Title: | para–phenylenediamine dimer as a redox–active guest for supramolecular systems | ||||||||||
Author: | Janovský, Petr; Springer, Andreas; Filip, Jaroslav; Prucková, Zdeňka; Nečas, Marek; Rouchal, Michal; Schalley, Christoph A.; Vícha, Robert | ||||||||||
Document type: | Peer-reviewed article (English) | ||||||||||
Source document: | Chemistry - A European Journal. 2024 | ||||||||||
ISSN: | 0947-6539 (Sherpa/RoMEO, JCR) | ||||||||||
Journal Impact
This chart shows the development of journal-level impact metrics in time
|
|||||||||||
DOI: | https://doi.org/10.1002/chem.202400535 | ||||||||||
Abstract: | Redox–active components are highly valuable in the construction of molecular devices. We combined two p-phenylenediamines (p-PDA) with a biphenyl (BiPhe) unit to prepare a supramolecular guest 4 consisting of three binding sites for cucurbit[7/8]uril (CBn) and/or cyclodextrins (CD). Supramolecular properties of 4 were investigated using NMR, UV-vis, mass spectrometry and isothermal titration calorimetry. Our analysis revealed that 4 forms higher–order host–guest complexes, wherein a CD unit occupies the central BiPhe site, secured by two CBn units at the terminal p-PDA sites. Additionally, 1 : 1 complexes with α-CD and β-CD, a 1 : 2 complex with γ-CD and 2 : 1 complexes with CB7 and CB8 were identified. Through UV-vis and cyclic voltammetry, redox processes leading to the formation of a stable, deep blue dication diradical of 4 are elucidated. Furthermore, it is demonstrated that CB7 selectively protects oxidised 4 from reduction in the presence of a reducing agent. The supramolecular and redox properties of the structural motif represented by 4 render it an interesting candidate for the construction of supramolecular devices. | ||||||||||
Full text: | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202400535 | ||||||||||
Show full item record |
Files | Size | Format | View |
---|---|---|---|
There are no files associated with this item. |