Plößer, Jutta ; Lucas, Martin ; Claus, Peter (2014)
Highly selective menthol synthesis by one-pot transformation of citronellal using Ru/H-BEA catalysts.
In: Journal of Catalysis, 320
doi: 10.1016/j.jcat.2014.10.007
Artikel, Bibliographie
Kurzbeschreibung (Abstract)
The one-pot transformation of citronellal to menthol requires a combined cyclization–hydrogenation step for which Ru/H-BEA catalysts were identified as highly active and selective catalysts. After identifying zeolite H-BEA as the most promising heterogeneous catalyst for the cyclization of citronellal to the intermediate isopulegol, bifunctional metal/H-BEA catalysts were investigated in the one-pot transformation of citronellal to menthols. Using Pd undesired defunctionalization prevailed, while using Pt and Ru, the formation of menthols predominated. Finally, for Ru/H-BEA catalysts, the effect of catalyst composition (Si:Al ratio, Ru content) and reaction conditions (temperature, hydrogen pressure, and solvent) was investigated to diminish citronellal hydrogenation, dimerization, and defunctionalization. Accordingly, with a 1%Ru/H-BEA-25 catalyst (Ru particle size = 1 nm) in dioxane at 15 bar hydrogen pressure and 373 K, a very high selectivity to menthols of 93% at nearly full conversion was obtained. The catalyst is also highly diastereoselective producing 79% of the desired (±)-menthol.
| Typ des Eintrags: | Artikel |
|---|---|
| Erschienen: | 2014 |
| Autor(en): | Plößer, Jutta ; Lucas, Martin ; Claus, Peter |
| Art des Eintrags: | Bibliographie |
| Titel: | Highly selective menthol synthesis by one-pot transformation of citronellal using Ru/H-BEA catalysts |
| Sprache: | Englisch |
| Publikationsjahr: | 2014 |
| Titel der Zeitschrift, Zeitung oder Schriftenreihe: | Journal of Catalysis |
| Jahrgang/Volume einer Zeitschrift: | 320 |
| DOI: | 10.1016/j.jcat.2014.10.007 |
| Kurzbeschreibung (Abstract): | The one-pot transformation of citronellal to menthol requires a combined cyclization–hydrogenation step for which Ru/H-BEA catalysts were identified as highly active and selective catalysts. After identifying zeolite H-BEA as the most promising heterogeneous catalyst for the cyclization of citronellal to the intermediate isopulegol, bifunctional metal/H-BEA catalysts were investigated in the one-pot transformation of citronellal to menthols. Using Pd undesired defunctionalization prevailed, while using Pt and Ru, the formation of menthols predominated. Finally, for Ru/H-BEA catalysts, the effect of catalyst composition (Si:Al ratio, Ru content) and reaction conditions (temperature, hydrogen pressure, and solvent) was investigated to diminish citronellal hydrogenation, dimerization, and defunctionalization. Accordingly, with a 1%Ru/H-BEA-25 catalyst (Ru particle size = 1 nm) in dioxane at 15 bar hydrogen pressure and 373 K, a very high selectivity to menthols of 93% at nearly full conversion was obtained. The catalyst is also highly diastereoselective producing 79% of the desired (±)-menthol. |
| Fachbereich(e)/-gebiet(e): | 07 Fachbereich Chemie 07 Fachbereich Chemie > Ernst-Berl-Institut > Fachgebiet Technische Chemie 07 Fachbereich Chemie > Ernst-Berl-Institut > Fachgebiet Technische Chemie > Technische Chemie II |
| Hinterlegungsdatum: | 29 Jan 2015 16:22 |
| Letzte Änderung: | 29 Jan 2015 16:22 |
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