105560-52-9

Basic information

• Product Name: Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate
• Synonyms: POTASSIUM TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORATE;TETRAKIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]BORON POTASSIUM;KTFPB
• CAS NO: 105560-52-9
• Molecular Formula: C₃₂H₁₂BF₂₄*K
• Molecular Weight: 902.31
• Mol File: 105560-52-9.mol

Chemical Properties

• Melting Point: 126-129 °C
• Appearance: /
• BRN: 8893801
• CAS DataBase Reference: Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate(CAS DataBase Reference)
• NIST Chemistry Reference: Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate(105560-52-9)
• EPA Substance Registry System: Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate(105560-52-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 105560-52-9(Hazardous Substances Data)

Usage

Uses

Used in Organic and Inorganic Chemistry:
Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is used as a reagent for its high thermal and chemical stability, facilitating various synthetic and catalytic processes in both organic and inorganic chemistry.
Used as a Phase Transfer Catalyst:
In the field of organic synthesis, Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is utilized as a phase transfer catalyst, enhancing the efficiency of reactions involving the transfer of reactants between different phases.
Used in the Design of Molecular Materials and Polymers:
Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is employed as a non-coordinating anion in the design and synthesis of novel molecular materials and polymers, contributing to the development of advanced materials with specific properties.
Used in Inorganic and Organometallic Chemistry Research:
As a valuable tool for researchers, Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is used in inorganic and organometallic chemistry to explore new reactions, mechanisms, and the development of innovative synthetic methods.

InChI:InChI=1/C32H12BF24.K/c34-25(35,36)13-1-14(26(37,38)39)6-21(5-13)33(22-7-15(27(40,41)42)2-16(8-22)28(43,44)45,23-9-17(29(46,47)48)3-18(10-23)30(49,50)51)24-11-19(31(52,53)54)4-20(12-24)32(55,56)57;/h1-12H;/q-1;+1

Upstream product

• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 109-63-7 boron trifluoride diethyl etherate 
• 584-08-7 potassium carbonate 
• 40949-94-8 potassium hexamethylsilazane 
• 24689-80-3 benzyl potassium 
• 160298-76-0 silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate 
• 328-73-4 3,5-bis(trifluoromethyl)iodobenzene 
• 10294-34-5 boron trichloride 

Downstream Products

• 858355-10-9 [RuCp*(NCMe)3][B(3,5-(CF₃)2C₆H₃)4] 
• 848737-66-6 [Ag(MeCN)₂][B{C₆H₃(CF₃)₂-3,5}₄] 
• 156301-37-0 ferrocenium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 
• 160298-76-0 silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate 
• 1005171-18-5 [CpRu(OH₂)((CH₃)2PC₃HN₂(CH₃)C(CH₃)3)2][B(3,5-(CF₃)2C₆H₃)4] 

Relevant articles and documents

Adaptive Behavior of Dynamic Orthoester Cryptands

The integration of dynamic covalent bonds into macrocycles has been a tremendously successful strategy for investigating noncovalent interactions and identifying effective host–guest pairs. While numerous studies have focused on the dynamic responses of macrocycles and larger cages to various guests, the corresponding constitutionally dynamic chemistry of cryptands remains unexplored. Reported here is that cryptands based on orthoester bridgeheads offer an elegant entry to experiments in which a metal ion selects its preferred host from a dynamic mixture of competing subcomponents. In such dynamic mixtures, the alkali metal ions Li+, Na+, K+, Rb+, and Cs+exhibit pronounced preferences for the formation of cryptands of certain sizes and donor numbers, and the selection is rationalized by DFT calculations. Reported is also the first self-assembly of a chiral orthoester cryptate and a preliminary study on the use of stereoisomers as subcomponents.

An Ion-Responsive Pincer-Crown Ether Catalyst System for Rapid and Switchable Olefin Isomerization

Rapid, selective, and highly controllable iridium-catalyzed allylbenzene isomerization is described, enabled by tunable hemilability based on alkali metal cation binding with a macrocyclic “pincer-crown ether” ligand. An inactive chloride-ligated complex can be activated by halide abstraction with sodium salts, with the resulting catalyst [κ5-(15c5NCOPiPr)Ir(H)]+ exhibiting modest activity. Addition of Li+ provides a further boost in activity, with up to 1000-fold rate enhancement. Ethers and chloride salts dampen or turn off reactivity, leading to three distinct catalyst states with activity spanning several orders of magnitude. Mechanistic studies suggest that the large rate enhancement and high degree of tunability stem from control over substrate binding.

Syntheses, characterisation and solid-state study of alkali and ammonium BArF salts

A new synthetic protocol for synthesising a number of BArF derivatives has been developed. Single crystal X-ray analysis of an array of alkali metal and ammonium salts has allowed the determination of the coordination sphere and/or the map of short contacts of the positively charged atoms. The increasing number of coordination bonds and/or short contacts between the alkali metal cation and the surrounding atoms has been rationalised in terms of the size of the alkali metal centre. It has also been demonstrated that an increase in the number of coordination bonds and/or short contacts translates into longer M-F distances. In the case of the ammonium BArF salts, the N-B distances are shorter than the M-B distances in the alkali metal BArF salts, indicating stronger interactions between the cationic nitrogen and the anionic boron than those between the boron and the alkali metal centres. Finally, a study of the structures of alkali metal hydrated and THF-solvated BArF salts showed that the interactions between the metal centre and the surrounding atoms depend not only on the size of the alkali metal centre but also on the occupancy of the first coordination sphere.

Solvent-free anhydrous Li+, Na+ and K+ salts of [B(3,5-(CF3)2C6H3)4]-, [BArF4]-. Improved synthesis and solid-state structures

A modified, convenient, preparation of solvent-free, anhydrous, Li+, Na+ and K+ salts of the ubiquitous [BArF4]- anion is reported, that involves a simple additional recrystallisation step.

Supramolecularly Regulated Ligands for Asymmetric Hydroformylations and Hydrogenations

Herein we report the use of polyether binders as regulation agents (RAs) to enhance the enantioselectivity of rhodium-catalyzed transformations. For reactions of diverse substrates mediated by rhodium complexes of the α,ω-bisphosphite-polyether ligands 1-5,a-d, the enantiomeric excess (ee) of hydroformylations was increased by up to 82 (substrate: vinyl benzoate, 96ee), and the ee value of hydrogenations was increased by up to 5 (substrate: N-(1-(naphthalene-1-yl)vinyl)acetamide, 78ee). The ligand design enabled the regulation of enantioselectivity by generation of an array of catalysts that simultaneously preserve the advantages of a privileged structure in asymmetric catalysis and offer geometrically close catalytic sites. The highest enantioselectivities in the hydroformylation of vinyl acetate with ligand 4b were achieved by using the Rb[B(3,5-(CF3)2C6H3)4] (RbBArF) as the RA. The enantioselective hydrogenation of the substrates 10 required the rhodium catalysts derived from bisphosphites 3a or 4a, either alone or in combination with different RAs (sodium, cesium, or (R,R)-bis(1-phenylethyl)ammonium salts). This design approach was supported by results from computational studies.

Neutral thioether and selenoether macrocyclic coordination to Group 1 cations (Li-Cs)-synthesis, spectroscopic and structural properties

The complexes [M(L)][BArF] (BArF = tetrakis{3,5-bis(trifluoromethyl)-phenyl}borate), L = [18]aneO4S2 (1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane): M = Li-Cs; L = [18]aneO2S4 (1,10-dioxa-4,7,13,16-tetrathiacyclooctadecane): M = Li, Na, K; L = [18]aneO4Se2 (1,4,10,13-tetraoxa-7,16-diselenacyclooctadecane): M = Na, K, as well as [Na(18-crown-6)][BArF], are obtained in good yield as crystalline solids by reaction of M[BArF] with the appropriate macrocycle in dry CH2Cl2. X-ray crystallographic analyses of [Li([18]aneO4S2)][BArF] and [Li([18]aneO2S4)][BArF] show discrete distorted octahedral cations with hexadentate coordination to the macrocycle. The heavier alkali metal complexes all contain hexadentate coordination of the heterocrown, supplemented by M...F interactions via the anions, producing extended structures with higher coordination numbers; Na: CN = 7 or 8; K: CN = 8; Rb: CN = 9; Cs: CN = 8 or 10. Notably, all of the structures exhibit significant M-S/Se coordination. The crystal structures of the potassium and rubidium complexes show two distinct [M(heterocrown)]+ cations, one with M...F interactions to two mutually cis [BArF]- anions, and the other with mutually trans [BArF]- anions, giving 1D chain polymers. Solution multinuclear (1H, 13C, 7Li, 23Na, 133Cs) NMR data show that the macrocyclic coordination is retained in CH2Cl2 solution.

Organonitrile ligated silver complexes with perfluorinated weakly coordinating anions and their catalytic application for coupling reactions

Homogeneous catalytic processes mediated by silver(I) complexes are relatively rare. This work describes the synthesis and characterization of acetonitrile ligated silver salts with three weakly coordinating anions [B(C6F5)4]- [B{C6H 3(CF3)2}4]- and [(C 6F5)3B-C3H4N 2-B(C6F5)3]-. The silver cation is coordinated either by four or by two acetonitrile ligands. All examined Ag(I) complexes show catalytic activity in coupling reactions of terminal alkynes with aldehydes and amines. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

Tetrakisborate. Highly Lipophilic Stable Anionic Agent for Solvent-extraction of Cations

Tetrakisborate (TFPB) anion was highly lipophilic, practically insoluble in water, and durable against acid and oxidants.Partition equilibria of alkali TFPB between water and organic solvents and the stability in acid media