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A water-soluble aza-adamantyl nitroxide radical and its complexes with β-cyclodextrin derivatives.
- Source :
-
New Journal of Chemistry . 7/28/2024, Vol. 48 Issue 28, p12681-12687. 7p. - Publication Year :
- 2024
-
Abstract
- We describe the synthesis and characterization of a hydroxylated aza-adamantyl nitroxide radical Z-3, with the solubility in water of 170 mM at room temperature. We find that hydroxylation has no significant effect on the electronic structure and stability of aza-adamantyl nitroxides. We prepare a series of β-cyclodextrin (β-CD) derivatives which can form stoichiometric 1 : 1 inclusion complexes with Z-3, to investigate their effects on water solubility and stability of the radical upon complexation. The results indicate that water solubility of Z-3 increases by 1.4–3 times, while the radical stability somewhat decreases, depending on different β-CD substituents. Overall, sodium disulfobutylether-β-CD shows the best result in complexation with Z-3, providing water solubility >0.35 mol L−1, while maintaining the stability of the nitroxide radical with a half-life of 13.5 days at room temperature in water. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 11440546
- Volume :
- 48
- Issue :
- 28
- Database :
- Academic Search Index
- Journal :
- New Journal of Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 178418620
- Full Text :
- https://doi.org/10.1039/d4nj01211a