79060-88-1

Usage

Uses

Used in Catalysis:
Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is utilized as a catalyst in various chemical reactions due to its non-coordinating nature. This allows it to facilitate reactions without forming unwanted complexes with metal centers, thereby enhancing the efficiency and selectivity of the catalytic process.
Used in Polymer Science:
In the field of polymer science, Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is employed in the preparation of poly(n-butyl acrylate)-based ion-selective membranes. These membranes are designed to selectively allow the passage of specific ions, making them useful in applications such as sensors, separation processes, and environmental monitoring.
Used in Material Science:
Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is also used in the development of advanced materials with unique properties. Its non-coordinating nature allows for the creation of materials with improved stability, selectivity, and performance in various applications, including energy storage, catalysis, and environmental remediation.

InChI:InChI=1/C32H12BF24.Na/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 
• 497-19-8 sodium carbonate 
• 13755-29-8 sodium tetrafluoroborate 
• 160298-76-0 silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate 
• 7647-14-5 sodium chloride 
• 109-63-7 boron trifluoride diethyl etherate 
• 455330-37-7 sodium tetrakis[3,5-bis-(trifluoromethyl)phenyl]borate dihydrate 

Downstream Products

• 16574-51-9 4-fluoro-3'-trifluoromethylbenzophenone 
• 612823-65-1 CH₂CCH₃CH₂OP(N(CH₃)2)3⁽¹⁺⁾*B(C₆H₃(CF₃)2)4^(1-)=CH₂CCH₃CH₂OP(N(CH₃)2)3B(C₆H₃(CF₃)2)4 

Relevant academic research and scientific papers

Safe preparation and purification of sodium tetrakis[(3,5-trifluoromethyl) phenyl]borate (NaBArF24): Reliable and sensitive analysis of water in solutions of fluorinated tetraarylborates

A safe, convenient preparation of the reagent sodium tetrakis[(3,5- trifluoromethyl)phenyl]borate (NaBArF24) has been devised by utilizing a magnesium-bromine exchange reaction in the absence of metallic magnesium. Purified material was then rigorously dried over P2O 5 (NaBArF24 with 2O by mass) or recrystallized as a hydrate (NaBArF24·(2.6 ± 0.1)H 2O). Accurate analysis of the water content of these samples by 1H NMR was accomplished by using dimethylzirconocene (Cp 2Zr(CH3)2).

[(3,5-(CF3)2C6H3) 4B]-[H(OEt2)2]+: A convenient reagent for generation and stabilization of cationic, highly electrophilic organometallic complexes

A convenient synthesis of the easily handled, crystalline oxonium acid [(3,5-(CF3)2C6H3)4B] -[H(OEt2)2]+ (1) is described. The utility of this reagent for generation and stabilization of highly electrophilic cationic transition-metal complexes through protonation reactions is illustrated by the preparation of stable, ether-free salts of [C5Me5(P(OMe)3)CoCH2CH 2(μ-H)]+[(3,5-(CF3)2C 6H3)4B]- from C5Me5(P(OMe)3)Co(C2H4). The incorporation of the noncoordinating counterion [(3,5-(CF3)2C6H3)4B] - in organometallic salts has several advantages relative to [BF4]- and [PF6]-, including high stability and solubility in relatively nonpolar organic solvents.

Rip It off: Nitro to Nitroso Reduction by Iron Half-Sandwich Complexes

Activation of [FeCl(dppe)Cp] (1) by chloride abstraction with Na[BArX4] (X = F, [B(3,5-(CF3)2-C6H3)4]; X = Cl, [B(3,5-Cl2-C6H3)4]) permits reactions with a range of nitro aromatics, RC6H4NO2 (R = halogen, Me, OMe, NO2 or NMe2), to give the cationic iron nitroso complexes [Fe{N(O)-C6H4R}(dppe)Cp][BArX4]) ([3][BArX4]). Similar reactions of 1 and Na[BArX4] with [Fe(NCC6H4NO2)(dppe)Cp][BArX4] gave bimetallic [{Fe(dppe)Cp}2{μ-NCC6H4N(O)}][BArF4]2. However, reactions of 1 and Na[BArX4] with 4-nitrophenol gave the first example of the bench-stable iron half-sandwich phenolate complex [Fe(OC6H4NO2)(dppe)Cp]+ rather than NO2 activation. The formation of complexes [3]+ likely proceeds via the unusual blue bimetallic species [{Fe(dppe)Cp}2{μ,κ2O,O′-O2NAr}]2+. This compound undergoes N-O bond cleavage, resulting in [3]+ and a FeIV=O species, which reacts via an internal C-H activation of the dppe ligand to give [FeIII(κ3O,P,P′-P(2-O-C6H4)(Ph)-C2H4-PPh2)Cp]+. Complexes [3]+ are stable under ambient conditions, are readily purified by column chromatography and can be isolated in up to 50% yield, considering that 0.5 equiv of 1 is required as the oxygen acceptor.

N-Heterocyclic Iod(az)olium Salts – Potent Halogen-Bond Donors in Organocatalysis

This article describes the application of N-heterocyclic iod(az)olium salts (NHISs) as highly reactive organocatalysts. A variety of mono- and dicationic NHISs are described and utilized as potent XB-donors in halogen-bond catalysis. They were benchmarked in seven diverse test reactions in which the activation of carbon- and metal-chloride bonds as well as carbonyl and nitro groups was achieved. N-methylated dicationic NHISs rendered the highest reactivity in all investigated catalytic applications with reactivities even higher than all previously described monodentate XB-donors based on iodine(I) and (III) and the strong Lewis acid BF3.

Gold-Catalyzed Carbazolation Reactions of Alkynes

Herein, we report on a Au(I)-catalyzed reaction of alkynes with carbazoles that enables a one-step synthesis of vinyl carbazoles that are important molecules for applications as photoluminescent materials. This reaction proceeds under mild conditions at r

Halo-1,2,3-triazolium salts as halogen bond donors for the activation of imines in dihydropyridinone synthesis

In the past decade halogen bond (XB) catalysis has gained considerable attention. Halo-triazoles are known XB donors, yet few examples detail their use as catalysts. As a continuation of our previous work the catalytic properties of substituted enantiomerically pure halo-triazolium salts were explored in the reaction between an imine and Danishefsky's diene leading to the formation of dihydropyridinone. The catalytic activity of the XB donors was highly dependent on the choice of the halogen atom and on the counterion. Also, it was found that impurities in the diene affected the rate of the reaction.

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.

Annelated Cyclobutanes by Fe-Catalyzed Cycloisomerization of Enyne Acetates

Cationic Fe complexes of the general type [(Ph3P)2Fe(CO)(NO)]X (X=BF4, BArF4) catalyze the redox-neutral cycloisomerization of 1,6- and 1,7-enyneacetates to afford bicyclic cyclobutanes under mild conditions in good yields and diastereoselectivities.

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.

Tunable aryl alkyl ionic liquids with weakly coordinating bulky borate anion

A series of 1-aryl 3-alkyl imidazolium tetrakis[bis-3,5(trifluoromethyl)phenyl]borate [BArF3,5] ionic liquids were synthesized and characterized. Increasing the alkyl chain length leads to lower melting points even resulting in room temperature