Deutsch
 
Hilfe Datenschutzhinweis Impressum
  DetailsucheBrowse

Datensatz

DATENSATZ AKTIONENEXPORT
  Continuous-Flow Asymmetric Hydrogenation of the β-Keto Ester Methyl Propionylacetate in Ionic Liquid–Supercritical Carbon Dioxide Biphasic Systems

Theuerkauf, J., Franciò, G., & Leitner, W. (2013). Continuous-Flow Asymmetric Hydrogenation of the β-Keto Ester Methyl Propionylacetate in Ionic Liquid–Supercritical Carbon Dioxide Biphasic Systems. Advanced Synthesis and Catalysis, 355(1), 209-219. doi:10.1002/adsc.201200724.

Item is

Dateien

einblenden: Dateien
ausblenden: Dateien
:
adsc_201200724_sm_miscellaneous_information.pdf (Ergänzendes Material), 2MB
Name:
adsc_201200724_sm_miscellaneous_information.pdf
Beschreibung:
Supporting Information
OA-Status:
Sichtbarkeit:
Öffentlich
MIME-Typ / Prüfsumme:
application/pdf / [MD5]
Technische Metadaten:
Copyright Datum:
2013
Copyright Info:
Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim
Lizenz:
-

Externe Referenzen

einblenden:

Urheber

einblenden:
ausblenden:
 Urheber:
Theuerkauf, Jens1, Autor
Franciò, Giancarlo1, Autor
Leitner, Walter2, Autor           
Affiliations:
1Institut für Technische und Makromolekulare Chemie (ITMC), RWTH Aachen University, Worringerweg 1, D-52074 Aachen, Germany, ou_persistent22              
2Service Department Leitner (Technical Labs), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445626              

Inhalt

einblenden:
ausblenden:
Schlagwörter: asymmetric ketone hydrogenation; BINAP; carbon dioxide; continuous flow; ionic liquids; ruthenium; supercritical fluids
 Zusammenfassung: A continuous-flow process for the asymmetric hydrogenation of methyl propionylacetate as a prototypical β-keto ester in a biphasic system of ionic liquid and supercritical carbon dioxide (scCO2) is presented. An established ruthenium/2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) catalyst was immobilised in an imidazolium-based ionic liquid while scCO2 was used as mobile phase transporting reactants in and products out of the reactor. The use of acidic additives led to significantly higher reaction rates and enhanced catalyst stability albeit at slightly reduced enantioselectivity. High single pass conversions (>90%) and good enantioselectivity (80–82% ee) were achieved in the first 80 h. The initial catalyst activity was retained to 91% after 100 h and to 69% after 150 h time-on-stream, whereas the enantioselectivity remained practically constant during the entire process. A total turnover number of ∼21,000 and an averaged space-time yield (STYav) of 149 g L−1 h−1 were reached in a long-term experiment. No ruthenium and phosphorus contaminants could be detected via inductively coupled plasma optical emission spectrometry (ICP-OES) in the product stream and almost quantitative retention by the analysis of the stationary phase was confirmed. A comparison between batch-wise and continuous-flow operation on the basis of these data is provided.

Details

einblenden:
ausblenden:
Sprache(n): eng - English
 Datum: 2012-10-312012-08-142013-01-042013-01-14
 Publikationsstatus: Erschienen
 Seiten: 6
 Ort, Verlag, Ausgabe: -
 Inhaltsverzeichnis: -
 Art der Begutachtung: Expertenbegutachtung
 Identifikatoren: DOI: 10.1002/adsc.201200724
 Art des Abschluß: -

Veranstaltung

einblenden:

Entscheidung

einblenden:

Projektinformation

einblenden:

Quelle 1

einblenden:
ausblenden:
Titel: Advanced Synthesis and Catalysis
Genre der Quelle: Zeitschrift
 Urheber:
Affiliations:
Ort, Verlag, Ausgabe: Weinheim, Fed. Rep. of Germany : Wiley-VCH Verlag GmbH
Seiten: 6 Band / Heft: 355 (1) Artikelnummer: - Start- / Endseite: 209 - 219 Identifikator: ISSN: 1615-4150
CoNE: https://pure.mpg.de/cone/journals/resource/958634688013