Practice of fluorous biphase chemistry: convenient synthesis of novel fluorophilic ethers via a Mitsunobu reaction

Recent Advances in the Mitsunobu Reaction: Modified Reagents and the Quest for Chromatography‐Free Separation

“…[46] The reaction of the 2-aryl-hexafluoropropanols in the presence of DEAD and Ph 3 P with aliphatic perfluoroalcohols containing different spacers has been examined. The reaction is sensitive to electron-withdrawing effects.…”

P-Fluorous Phosphines as Electron-Poor/Fluorous Hybrid Functional Ligands for Precious Metal Catalysts: Synthesis of Rh(I), Ir(I), Pt(II), and Au(I) Complexes Bearing P-Fluorous Phosphine Ligands

“…The results are as follows: PtCl2(Ph2P n C10F21)2, 0.32 g/L; RhCl(CO)(Ph2P n C10F21)2, 0.40 g/L; IrCl(CO)(Ph2P n C10F21)2, 0.13 g/L; AuCl(Ph2P n C10F21), did not dissolve. Because the fluorine (5) We next investigated the application of 4a as a catalyst. Several iridium-catalyzed hydrosilylation reactions of alkynes have been reported [30][31][32][33].…”

“…P-Fluorous phosphine (R 2 PR f ), in which the perfluoroalkyl group is directly bonded to the phosphorus atom, is a hybrid functional phosphine ligand having both "electron-poor" [1] and "fluorous" [2][3][4][5][6][7][8] characteristics. Since strongly electron-withdrawing ligands are known to promote reductive elimination steps in catalytic reactions, the former property may be exploited, not only to optimize known reactions, but also to develop new catalytic reactions [9][10][11][12].…”

Structural, Physical, and Chemical Properties of Fluorous Compounds

“…Their properties will be extensively treated in this chapter. However, there is currently intense interest in the development of ponytails that are functionalized and/or based upon smaller perfluorinated units, in part to promote biodegradability [7][8][9][10][11][12]. These share many of the properties of the (CH 2 ) m R fn ponytails described below, but can be somewhat less fluorophilic.…”