Dendritic Fluoroalcohols as Catalysts for Alkene Epoxidation with Hydrogen Peroxide†
Corresponding Author
Prof. Dr. Albrecht Berkessel
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.de
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.deSearch for more papers by this authorJan Krämer
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.de
These authors contributed equally to this work.
Search for more papers by this authorDr. Florian Mummy
Department of Chemistry and Biochemistry, Freie Universität Berlin, Takustrasse 3, 14195 Berlin (Germany)
These authors contributed equally to this work.
Search for more papers by this authorDr. Jörg-M. Neudörfl
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.de
Search for more papers by this authorProf. Dr. Rainer Haag
Department of Chemistry and Biochemistry, Freie Universität Berlin, Takustrasse 3, 14195 Berlin (Germany)
Search for more papers by this authorCorresponding Author
Prof. Dr. Albrecht Berkessel
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.de
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.deSearch for more papers by this authorJan Krämer
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.de
These authors contributed equally to this work.
Search for more papers by this authorDr. Florian Mummy
Department of Chemistry and Biochemistry, Freie Universität Berlin, Takustrasse 3, 14195 Berlin (Germany)
These authors contributed equally to this work.
Search for more papers by this authorDr. Jörg-M. Neudörfl
Department of Chemistry, University of Cologne, Greinstrasse 4, 50939 Cologne (Germany) http://www.berkessel.de
Search for more papers by this authorProf. Dr. Rainer Haag
Department of Chemistry and Biochemistry, Freie Universität Berlin, Takustrasse 3, 14195 Berlin (Germany)
Search for more papers by this authorFinancial support by the Fonds der Chemischen Industrie is gratefully acknowledged. J.K. thanks Henkel KGaA, Düsseldorf, for a doctoral fellowship. A.B. acknowledges COST Membership (CM0905, Organocatalysis). R.H. would like to acknowledge the financial support from the Cluster of Excellence “Unifying Concepts in Catalysis”.
Graphical Abstract
Cooperativity is the key for mild catalytic epoxidation: The immobilization of fluoroalcohols on dendritic polyglycerol (by “click chemistry”) provides organocatalysts that can form multiple hydrogen bonds. The epoxidation of alkenes with aqueous hydrogen peroxide proceeds efficiently in the presence of dendritic fluoroalcohol catalysts. The supported catalysts can be separated by membrane filtration and reused.
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