TU Darmstadt / ULB / TUbiblio

Highly selective menthol synthesis by one-pot transformation of citronellal using Ru/H-BEA catalysts

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
PPN:
Export:
Suche nach Titel in: TUfind oder in Google
Frage zum Eintrag Frage zum Eintrag

Optionen (nur für Redakteure)
Redaktionelle Details anzeigen Redaktionelle Details anzeigen