Transition Metal Catalysis in Fluorous Media: Practical Application of a New Immobilization Principle to Rhodium-Catalyzed Hydroboration


  • We thank the U. S. National Science Foundation for support of this research.


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The “Teflon greaseball” [RhCl{P[CH2CH2((CF2)5CF3]3}3] (1) is highly soluble in CF3C6F11 and catalyzes a variety of organic transformations. The products can be extracted with organic solvents, and the solution of 1 reused. This environmentally friendly protocol is showcased for hydroboration, in which the customary oxidative workup destroys the metal catalyst. Catalyst loadings of only 0.01–0.25 mol% are effective under mild conditions (25–40°C, 1–40 h) and give turnover numbers as high as 8500.