Rate enhancement of Diels-Alder reactions in aqueous perfluorinated emulsions.
A marked acceleration property for the Diels-Alder reaction was observed in an aqueous micellar system composed of perfluorohexane and lithium perfluorooctanesulfonate. The reaction rate increased with the concentration of the equimolar mixture of PFH and LiFOS, and the rate in 500 mM PFH and 500 mM LiFOS was about 100-fold greater than that in water without the fluorous field. After completion of the reaction, the products were simply extracted from the aqueous reaction mixture using n-hexane. [reaction: see text].
Nishimoto
Kohsuke
K
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo, 183-8509, Japan.
Kim
Shokaku
S
Kitano
Yoshikazu
Y
Tada
Masahiro
M
Chiba
Kazuhiro
K
D017738:Alkanesulfonic Acids / Q000737:chemistry; D004655:Emulsions; D005466:Fluorocarbons / Q000737:chemistry*; D006586:Hexanes / Q000737:chemistry; D007700:Kinetics; D008094:Lithium / Q000737:chemistry; D012967:Sodium Dodecyl Sulfate; D012997:Solvents; D014867:Water
D017738:Alkanesulfonic Acids; D004655:Emulsions; D005466:Fluorocarbons; D006586:Hexanes; D012997:Solvents; D014867:Water; C026385:n-hexane; D012967:Sodium Dodecyl Sulfate; D008094:Lithium; C076994:perfluorooctane sulfonic acid; C078626:perflexane