title: Surface-active ionic liquids in catalysis: Impact of structure and concentration on the aerobic oxidation of octanol in water.
abstract: We present design and synthesis of surface-active ionic liquids for the application in micellar catalysis. A series of 1-methyl-3-dodecylimidazolium based ionic liquids with variable core structures including dicationic and zwitterionic ones was synthesized and characterized. These surface-active ionic liquids where applied in the aerobic oxidation of aliphatic alcohols to carbonyl compounds. A strong dependence on the ionic liquid concentration and structure was identified, which is in accordance with the concepts of micellar catalysis. Optimum conditions for the oxidation of 1-octanol could be identified, and the use of surface-active ionic liquids strongly improved the reaction performance compared to pure water. Under optimized conditions, it was possible to isolate up to 75% of octanoic acid using only small amounts of surface-active ionic liquid in a 0.05mM solution in water without further ligands.
authors.affiliation: Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163, 1060 Vienna, Austria.
authors.forename: Alice
authors.initials: A
authors.lastname: Cognigni
authors.affiliation: Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163, 1060 Vienna, Austria.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Kampichler
authors.affiliation: Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163, 1060 Vienna, Austria. Electronic address: katharina.schroeder@tuwien.ac.at.
authors.forename: Katharina
authors.initials: K
authors.lastname: Bica
keywords: Aerobic oxidation; Ionic liquids; Micellar catalysis; Palladium; Surfactants; Water