Tandem transfer hydrogenation–epoxidation of ketone substrates catalysed by alkene-tethered Ru(ii )–NHC complexes
| Autor: | Petrus H. van Rooyen, Frederick P. Malan, Eric Singleton, Marilé Landman |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Ketone Denticity Alkene Ligand Epoxide 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology Transfer hydrogenation 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound chemistry Cyclopentadienyl complex Materials Chemistry 0210 nano-technology |
| Zdroj: | New Journal of Chemistry. 43:8472-8481 |
| ISSN: | 1369-9261 1144-0546 |
| DOI: | 10.1039/c9nj01220f |
| Popis: | A series of nine cyclopentadienyl Ru(II)–NHC complexes (1–9) have been synthesised by systematically varying the ligand and/or ligand substituents: η5-C5H4R′ (R′ = H, Me), EPh3 (E = P, As), NHC (Im, BIm), where NHC = Im(R)(R′) (R, R′ = Me, Bn, 4-NO2Bn, C2H4Ph, C4H7). Each of the Ru(II)–NHC complexes features an N-alkenyl tether to attain bidentate NHC ligands. All complexes found application as catalysts in the tandem transfer hydrogenation and epoxidation reactions of carbonyl substrates. The catalytic activity of the complexes was shown to be similar, with efficiencies of up to 69% conversion after 18 hours and varying alcohol : epoxide selectivity for a variety of electronically diverse carbonyl substrates. Complex 3, with a nitro-containing substituent on the NHC ligand, was the only complex that showed preference for the alcohol product over the epoxide after 18 hours of reaction time. |
| Databáze: | OpenAIRE |
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