Tris(4-fluorophenyl)phosphine

white to light yellow crystal powde

Ligand for rhodium-catalyzed oxygenative addition to terminal alkynes for a greener synthesis esters, amides, and carboxylic acids.

Rhodium-Catalyzed Oxygenative Addition to Terminal Alkynes for the Synthesis of Esters, Amides, and Carboxylic Acids

Tris(4-fluorophenyl)phosphine, is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Tris(4-fluorophenyl)phosphine (TFPP) and tris(2,2,2- trifluoroethyl) phosphite (TTFP) were used as flame-retarding additives in Li-ion battery clectrolytes.
Ligand for rhodium-catalyzed oxygenative addition to terminal alkynes for a greener synthesis esters, amides, and carboxylic acids.

with 4-bromofluorobenzene, magnesium, and phosphorous (III) trichloride.3 Alternatively, reduction of tris(4-fluorophenyl)phosphine oxide with an iron catalyst.

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reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

Tris (4-fluorophenyl)phosphine oxide could be used as a starting material to synthesize Tris(4-fluorophenyl)phosphine. Into the reactor were added 0.2 mmol of tris(4-fluorophenyl)phosphine oxide, 0.36 mmol of trifluoroacetic anhydride, and 1 ml of dioxane as a solvent. Stir at room temperature under a nitrogen atmosphere for 30 min; after the reaction, continue adding 0.2 mmol of sodium bicarbonate, 0.24 mmol of 15-Crown-5, and 1.2 mmol of sodium hydride under a nitrogen environment. Under 150 ℃, stir for 24 hours, stop the reaction, cool to room temperature, and distilled under reduced pressure to remove the solvent. The crude product is separated by column chromatography to obtain Tris(4-fluorophenyl)phosphine with a yield of 74%.