166172-69-6

Usage

Uses

Used in Organic Synthesis:
BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE is used as a catalyst for various organic transformations, including hydrogenation, cross-coupling reactions, and carbon-carbon bond formation. Its unique properties make it an effective ligand for promoting a wide range of chemical reactions.
Used in Asymmetric Catalysis:
In the field of asymmetric catalysis, BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE is used as a ligand to enhance the selectivity and efficiency of catalytic processes. Its steric and electronic characteristics contribute to the successful synthesis of enantioselective compounds, which are crucial in pharmaceutical and agrochemical industries.
Used in Transition Metal Catalysis:
BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE is employed as a ligand in transition metal catalysis, where it plays a pivotal role in facilitating numerous chemical reactions. Its presence in catalytic systems can significantly improve the catalytic activity and selectivity, leading to the production of desired products with high yields and purity.
Used in the Development of New Molecules and Materials:
As a versatile ligand, BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE is instrumental in the synthesis of new molecules and materials with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science. Its unique properties allow for the creation of innovative compounds with tailored properties and functions.

Upstream product

• 15979-14-3 bis[3,5-bis(trifluoromethyl) phenyl]phosphine oxide 
• 328-72-3 3,5-(bistrifluoromethyl)chlorobenzene 
• 112981-69-8 3,5-bis(trifluoromethyl)phenylmagnesium bromide 
• 1448856-85-6 C₂₂H₂₀F₁₂NP 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 142421-57-6 bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine 

Downstream Products

• 220185-40-0 1,3-bis[bis[3,5-bis(trifluoromethyl)phenyl]phosphino]propane 
• 1622456-81-8 C₂₄H₁₄F₁₅NP⁽¹⁺⁾*BF₄^(1-) 
• 1447805-57-3 4-(bis(3,5-di(trifluoromethyl)phenyl)phosphino)benzoic acid 

Relevant academic research and scientific papers

Robust Alkyne Metathesis Catalyzed by Air Stable d2Re(V) Alkylidyne Complexes

We report in this communication the first example of catalytic alkyne metathesis reactions mediated by well-defined non-d0 alkylidyne complexes. The air-stable d2 Re(V) alkylidyne complex Re4, bearing two PO-chelating ligands and a labile pyridine ligand, could catalyze homometathesis of internal alkynes with a broad substrate scope, including alcohols, amines, and even carboxylic acids. The catalyst can tolerate heating, air, and moisture in both solid and solution states, and the catalytic metathesis reactions could proceed normally in wet solvents.

Rhodium catalyzed C-C bond cleavage/coupling of 2-(azetidin-3-ylidene)acetates and analogs

The C-C bond cleavage/coupling of 2-(azetidin-3-ylidene)acetates with aryl boronic acids catalyzed by a rhodium complex was studied with a "conjugate addition/β-C cleavage/protonation" strategy.

Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides

A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH3?THF) and borane dimethyl sulfide complex (BH3?SMe2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).

Catalytic Dehydrocoupling of Amine-Boranes using Cationic Zirconium(IV)-Phosphine Frustrated Lewis Pairs

A series of novel, intramolecular Zr(IV)/P frustrated Lewis pairs (FLPs) based on cationic zirconocene fragments with a variety of ancillary cyclopentadienyl and 2-phosphinoaryloxide (-O(C6H4)PR2, R = tBu and 3,5-CF3-(C6H3)) ligands are reported and their activity as catalysts for the dehydrocoupling of dimethylamine-borane (Me2NH·BH3) assessed. The FLP system [(C9H7)2ZrO(C6H4)PtBu2][B(C6F5)4] is shown to give unprecedented turnover frequencies (TOF) for a catalyst based on a group 4 metal (TOF ≥ 600 h-1), while also proving to be the most efficient FLP catalyst reported to date. The mechanism of this reaction has been probed using analogous intermolecular Zr(IV)/P FLPs, permitting deconvolution of the reactions taking place at both the Lewis acidic and basic sites. Elucidation of this mechanism revealed an interesting cooperative two-cycle process where one cycle is FLP mediated and the other, a redistribution of a linear diborazane intermediate, relies solely on the presence of a Zr(IV) Lewis acid.

Diastereoselective desymmetrization of diarylphosphinous acid-borane amides under Birch reduction

Treatment of diarylphosphinous acid-borane amides possessing chiral amido functionality with an alkali metal solution in liquid ammonia induced a preferential dearomatization of one aryl substituent at phosphorus leading to the formation of non-equimolar amounts of diastereomers. Diastereoselectivity of dearomatization depends strongly on the structure of a chiral auxiliary.

Selective dehydrocoupling of phosphines by lithium chloride carbenoids

The development of a simple, transition-metal-free approach for the formation of phosphorus-phosphorus bonds through dehydrocoupling of phosphines is presented. The reaction is mediated by electronically stabilized lithium chloride carbenoids and affords a variety of different diphosphines under mild reaction conditions. The developed protocol is simple and highly efficient and allows the isolation of novel functionalized diphosphines in high yields.

Effect of multinuclear copper/aluminum complexes in highly asymmetric conjugate addition of trimethylaluminum to acyclic enones

Al and friends: Asymmetric conjugate addition of Me3Al to β,β-disubstituted α,β-unsaturated ketones in the presence copper and L1 leads to a highly efficient construction of an all-carbon-substituted chiral quaternary center. This result is the first example of an asymmetric conjugate addition of Me3Al to acyclic enones to give a chiral quaternary carbon center with excellent yield and enantioselectivity under mild reaction conditions. Copyright

Stereoelectronic factors in iron catalysis: Synthesis and characterization of aryl-substituted iron(II) carbonyl P-N-N-P complexes and their use in the asymmetric transfer hydrogenation of ketones

A series of five (S,S)-trans-[Fe(CO)(Br)(PR2-CH 2CH=NCH(Ph)CH(Ph)N=CHCH2-PR2)][X] compounds (1a-c, X = BPh4; 1d,e, X = BF4) were synthesized and tested for the asymmetric transfer hydrogena

METHOD FOR FORMING AN EXTRACTION AGENT FOR THE SEPARATION OF ACTINIDES FROM LANTHANIDES

An extraction agent for the separation of trivalent actinides from lanthanides in an acidic media and a method for forming same are described, and wherein the methodology produces a stable regiospecific and/or stereospecific dithiophosphinic acid that can