Insights for the hydrogen-mediated deoxydehydration (DODH) with Cp*ReO3 and alkene extrusion of related Re(V)-diolates [data]

Experimental Data to the manuscript 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 (DO...

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Hauptverfasser: Stöckl, Yannick (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn) , Schaub, Thomas (VerfasserIn)
Dokumenttyp: Datenbank Forschungsdaten
Sprache:Englisch
Veröffentlicht: Heidelberg Universität 2024-12-19
DOI:10.11588/data/4706QU
Schlagworte:
Online-Zugang:Resolving-System, kostenfrei, Volltext: https://doi.org/10.11588/data/4706QU
Verlag, kostenfrei, Volltext: https://heidata.uni-heidelberg.de/dataset.xhtml?persistentId=doi:10.11588/data/4706QU
Volltext
Verfasserangaben:Yannick Stöckl, Frank Rominger, A. Stephen K. Hashmi, Thomas Schaub

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520 |a Experimental Data to the manuscript 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 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. (2024-03-12) 
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