期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 28, 期 58, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202201887
关键词
hexameric capsules; homogenous catalysis; inclusion complexes; resorcin[4]arenes; ruthenium
资金
- University of Carthage
- Tunisian Ministry of Higher Education and Scientific Research
This study successfully encapsulated a neutral complex inside a self-assembled hexameric capsule and confirmed the intra-cavity movements of the complex molecule, as well as possible supramolecular interactions with the aromatic rings of the capsule's inner part. The catalytic oxidation reaction showed different reaction kinetics for different substrates.
The neutral complex dichloro-{diethyl[(5-phenyl-1,3,4-oxadiazol-2-ylamino)-(4-trifluoro-methylphenyl)methyl]phosphonate} (p-cymene)-ruthenium(II) was encapsulated inside a self-assembled hexameric host obtained upon reaction of 2,8,14,20-tetra-undecyl-resorcin[4]arene and water. The formation of an inclusion complex was inferred from a combination of spectral measurements (MS, UV/Vis spectroscopy, H-1 and DOSY NMR). The P-31 and F-19 NMR spectra are consistent with motions of the ruthenium complex inside the self-assembled capsule. Molecular dynamics simulations carried out on the inclusion complex confirmed these intra-cavity movements and highlighted possible supramolecular interactions between the ruthenium first coordination sphere ligands and the inner part (aromatic rings) of the capsule. The embedded ruthenium complex was assessed in the catalytic oxidation (using NaIO4 as oxidant) of mixtures of three arylmethyl alcohols into the corresponding aldehydes. The reaction kinetics were shown to vary as a function of the substrates' size, with the oxidation rate varying in the order benzylalcohol >4-phenyl-benzylalcohol >9-anthracenemethanol. Control experiments realized in the absence of hexameric capsule did not allow any discrimination between the substrates.
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