Insights for the hydrogen-mediated deoxydehydration (DODH) with Cp*ReO3 and alkene extrusion of related Re(V)-diolates
To transform highly oxygenated molecules such as polyols from biomass into value-added chemicals, the deoxygenation via the deoxydehydration (DODH) is a promising approach. We report the catalytic DODH of substrates from renewable resources using Cp*ReO3 (1 mol%, TON up to 32) as a catalyst and hydr...
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| Hauptverfasser: | , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
March 5, 2025
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| In: |
ChemCatChem
Year: 2025, Jahrgang: 17, Heft: 7, Pages: 1-8 |
| ISSN: | 1867-3899 |
| DOI: | 10.1002/cctc.202402010 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/cctc.202402010 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/cctc.202402010 
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| Verfasserangaben: | Yannick Stöckl, Frank Rominger, A. Stephen K. Hashmi, Thomas Schaub |
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| 245 | 1 | 0 | |a Insights for the hydrogen-mediated deoxydehydration (DODH) with Cp*ReO3 and alkene extrusion of related Re(V)-diolates |c Yannick Stöckl, Frank Rominger, A. Stephen K. Hashmi, Thomas Schaub |
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| 520 | |a To transform highly oxygenated molecules such as polyols from biomass into value-added chemicals, the deoxygenation via the deoxydehydration (DODH) is a promising approach. We report the catalytic DODH of substrates from renewable resources using Cp*ReO3 (1 mol%, TON up to 32) as a catalyst and hydrogen as a reductant. Additionally, the synthesis of Re(V)-diolates is described for tartrates, glycerol and erythritol derivatives. These Re(V)-diolates were obtained in 35-53% yield and as mixtures of diastereomers. Their characterization was accomplished using 2D NMR, MS, IR and X-ray diffraction. A NOESY study revealed an intermolecular exchange of glycerol moieties for the diolate complex. Further, alkene extrusion experiments allowed us to establish a reactivity order for a variety of substituents. The olefin extrusion was the fastest for tartrate units and the slowest for glycerol and erythritol diolates. | ||
| 650 | 4 | |a Alkene extrusion | |
| 650 | 4 | |a Deoxydehydration | |
| 650 | 4 | |a Homogeneous catalysis | |
| 650 | 4 | |a Polyol | |
| 650 | 4 | |a Rhenium | |
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