Gladysz, John A. CHEMISTRY WITH TEFLON PONY TAILS: THE FLUOROUS APPROACH TO RECOVERABLE REAGENTS AND CATALYSTS
Institut für Organische Chemie, Universität Erlangen-Nürnberg, Henkestraße 42, 91054 Erlangen, Germany (gladysz@organik.uni-erlangen.de)
Fluorous chemistry represents a conceptually new protocol for the immobilization or recovery of reagents and catalysts. The term fluorous is an analog to aqueous and denotes highly fluorinated alkane or ether solvents. These commonly give bilayers with organic solvents. As such, fluorous media represent an underutilized "orthogonal phase" for synthesis and separations. Further, many solvent combinations become miscible at elevated temperatures. This allows chemistry under homogeneous one phase or heterogeneous two phase conditions. Products are isolated from the organic layer, and appropriately designed reagents or catalysts remain in the fluorous layer. This talk will describe the preparation of various phosphine, amine, and transition metal fluorous reagents and catalysts. Key physical properties will be highlighted. Applications in organic synthesis will be detailed.
Review: Barthel-Rosa, L. P.; Gladysz, J. A. Coord. Chem. Rev. 1999, 190-192, 587.