Durini, Marco and Russotto, Eleonora and Pignataro, Luca and Reiser, Oliver and Piarulli, Umberto (2012) SupraBox: Chiral Supramolecular Oxazoline Ligands. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (28). pp. 5451-5461. ISSN 1434-193X,
Full text not available from this repository. (Request a copy)Abstract
A new class of oxazoline ligands, named SupraBox, was studied. These ligands possess an additional urea functionality to generate supramolecular bidentate ligands in transition-metal complexes, by the establishment of hydrogen bonds between the urea N-hydrogens of one ligand and the carbonyl oxygen of a second one. A library of 16 SupraBox ligands was prepared using 5 differently substituted oxazoline nuclei, 4 linkers and 3 different urea substituents. The formation of copper(II) and palladium(II) complexes was investigated by MS, UV/Vis and 1H-NMR spectroscopy. The SupraBox library was screened in the copper-catalyzed asymmetric benzoylation of vic-diols. Good selectivities were obtained in the kinetic resolution of racemic hydrobenzoin [up to 86?%?ee and selectivity (s) = 28] and in the desymmetrization of meso-hydrobenzoin (up to 88?%?ee).
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ASYMMETRIC CATALYSIS; KINETIC RESOLUTION; BIDENTATE LIGANDS; BICYCLIC LACTAMS; HYDROGENATION; COMPLEXES; 1,2-DIOLS; NANOPARTICLES; INHIBITORS; CHEMISTRY; Supramolecular chemistry; -Self-assembly; N ligands; Asymmetric catalysis; Acylation |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 06 May 2020 07:05 |
| Last Modified: | 06 May 2020 07:05 |
| URI: | https://pred.uni-regensburg.de/id/eprint/18046 |
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