14485-20-2

Usage

Uses

Used in Battery Technology:
Lithium tetraphenylborate(1-) is utilized as a precursor for the preparation of lithium-containing compounds, which are essential in the development of advanced battery technologies. Its role in creating materials with improved energy density and stability contributes to the performance and longevity of batteries.
Used as a Catalyst in Organic Synthesis:
In the field of organic chemistry, lithium tetraphenylborate(1-) operates as an effective catalyst, facilitating various organic reactions. Its ability to accelerate reaction rates and enhance product yields makes it a valuable asset in the synthesis of complex organic molecules.
Used as a Phase Transfer Catalyst in Organic Reactions:
Lithium tetraphenylborate(1-) is employed as a phase transfer catalyst, enabling the transfer of reactants between different phases, typically from aqueous to organic phases. This function is crucial in promoting reactions that would otherwise be challenging due to the immiscibility of the reactants.
Used for the Extraction and Separation of Metal Ions:
In analytical chemistry, lithium tetraphenylborate(1-) serves as a reagent for the extraction and separation of various metal ions from aqueous solutions. Its selective binding properties allow for the efficient isolation and purification of specific metal ions, which is vital in environmental and industrial applications.
Used in Environmental Remediation:
Lithium tetraphenylborate(1-) has been investigated for its potential in the removal of heavy metal ions from industrial waste streams. Its capacity to bind and sequester these harmful ions presents a promising approach to mitigating environmental pollution and protecting ecosystems from heavy metal contamination.

InChI:InChI=1/C24H20B.Li/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;/q-1;+1

Upstream product

• 960-71-4 triphenylborane 
• 591-51-5 phenyllithium 
• 143-66-8 sodium tetraphenyl borate 
• 10294-34-5 boron trichloride 
• 3244-41-5 potassium tetraphenylborate 
• 306776-06-7 [(pentamethylcyclopentadienyl)₂yttrium(III)(μ-Ph)₂BPh₂] 
• 811-49-4 ethyllithium 
• 917-54-4 methyllithium 
• 587-85-9 diphenylmercury(II) 
• 63717-74-8 Li⁽¹⁺⁾*(C₆H₅)3BH^(1-)=Li((C₆H₅)3BH) 

Downstream Products

• 15627-12-0 tetraphenylarsonium tetraphenylborate 
• 11113-50-1 boric acid 
• 7647-01-0 hydrogenchloride 
• 100-56-1 phenylmercury(II) chloride 
• 1310-65-2 lithium hydroxide 
• 33906-65-9 tetraphenylboric acid 
• 3244-41-5 potassium tetraphenylborate 
• 15525-15-2 tetraphenylphosphonium tetra-phenylborate 
• 14637-35-5 silver tetraphenylborate 

Relevant academic research and scientific papers

Determination of hydrophobicity scale of tetraphenylborate and its derivatives by ferrocene based three-phase electrodes

In three-phase electrodes (TPE), ferrocene (Fc) was often thought to be useless for ion transfer injection because its oxidized form has very low affinity for organic phase. Instead, lipophilic decamethylferrocene (DMFc) was employed as a better probe for the ion transfer study. However, our present results indicate that the commonly-used DMFc based TPE was not applicable for the transfer of strong hydrophobic tetraphenylborate and its derivatives (TPBs); whereas the developed Fc based TPE can meet this special requirement. Taking this advantage, we firstly evaluate the standard ion transfer energies of these TPBs and get a full knowledge of their hydrophobicity scale, which will benefit the related areas such as hydrophobic ionic liquids and lipophilic anion exchangers.

Synthesis, Structure, and Reactivity of the Ethyl Yttrium Metallocene, (C5Me5)2Y(CH2CH3), Including Activation of Methane

(C5Me5)2Y(μ-Ph)2BPh2, 1, reacted with ethyllithium at -15°C to make (C5Me5)2Y(CH2CH3), 2, which is thermally unstable at room temperature and formed the C-H bond activation product, (C5Me5)2Y(μ-H)(μ-n1:n5-CH2C5Me4)Y(C5Me5), 3, containing a metalated (C5Me5)1- ligand. Spectroscopic evidence for 2 was obtained at low temperature, and trapping experiments with iPrNCNiPr and CO2 gave the Y-CH2CH3 insertion products, (C5Me5)2Y[iPrNC(Et)NiPr-k2N,N′], 4, and [(C5Me5)2Y(μ-O2CEt)]2, 5. Although 2 is highly reactive, low temperature isolation methods allowed the isolation of single crystals which revealed an 82.6(2)°Y-CH2-CH3 bond angle consistent with an agostic structure in the solid state. Complex 2 reacted with benzene and toluene to make (C5Me5)2YPh, 7, and (C5Me5)2YCH2Ph, 8, respectively. The reaction of 2 with [(C5Me5)2YCl]2 formed (C5Me5)2Y(μ-Cl)(μ-n1:n5-CH2C5Me4)Y(C5Me5) in which a (C5Me5)1- ligand was metalated. C-H bond activation also occurred with methane which reacted with 2 to make [(C5Me5)2YMe]2, 9.

Reductions of aliphatic and aromatic nitriles to primary amines with diisopropylaminoborane

Diisopropylaminoborane [BH2Nf)Pr)2] in the presence of a catalytic amount of lithium borohydride (LiBH4) reduces a large variety of aliphatic and aromatic nitriles in excellent yields. BH 2NOPr)2 can be prepared by two methods: first by reacting diisopropylamineborane [(iPr)2N)BH3] with 1.1 equiv of n-butylhthium (n-BuLi) followed by methyl iodide (MeI), or reacting iPrN:BH 3 with 1 equiv of n-BuLi followed by trimethylsilyl chloride (TMSCl). BH2N(ZPr)2 prepared with MeI was found to reduce benzonitriles to the corresponding benzylamines at ambient temperatures, whereas diisopropylaminoborane prepared with TMSCl does not reduce nitriles unless a catalytic amount of a lithium ion source, such as LiBH4 or lithium tetraphenylborate (LiBPh4), is added to the reaction. The reductions of benzonitriles with one or more electron-withdrawing groups on the aromatic ring generally occur much faster with higher yields. For example, 2,4-dichlorobenzonitrile was successfully reduced to 2,4-dichlorobenzylamine in 99% yield after 5 h at 25 °C. On the other hand, benzonitriles containing electron-donating groups on the aromatic ring require refluxing in tetrahydrofuran (THF) for complete reduction. For instance, 4- methoxybenzonitrile was successfully reduced to 4-methoxybenzylamine in 80% yield. Aliphatic nitriles can also be reduced by the BH2N(iPr) 2/cat. LiBH4 reducing system. Benzyl cyanide was reduced to phenethylamine in 83% yield. BH2NOPr)2 can also reduce nitriles in the presence of unconjugated alkenes and alkynes such as the reduction of 2-hexynenitrile to hex-5-yn-l-amine in 80% yield. Unfortunately, selective reduction of a nitrile in the presence of an aldehyde is not possible as aldehydes are reduced along with the nitrile. However, selective reduction of the nitrile group at 25 °C in the presence of an ester is possible as long as the nitrile group is activated by an electron-withdrawing substituent. It should be pointed out that lithium aminoborohydrides (LABs) do not reduce nitriles under ambient conditions and behave as bases with aliphatic nitriles as well as nitriles containing acidic a-protons. Consequently, both LABs and BH2NOPr)2 are complementary to each other and offer methods for the selective reductions of multifunctional compounds.

Electron Transfer and Ion Pairing, 7. Contact Ion Pairs of Sulfur-Containing Radical Anions

The structurally different radical anions M(-) of peralkylated 1-sila-2,5-diazacyclopentane-3,4-dithione and of tetrakis(isopropylthio)-p-benzoquinone are generated by reduction with potassium/2.2.2-cryptand under aprotic conditions in THF solution.On addition of Li(+)B(C6H5)4(-), both form hitherto elusive sulfur-containing contact ion pairs, which are characterized by their ESR/ENDOR spectra. - Keywords: Contact Ion Pairs, ESR, ENDOR and Triple Spectra, Reduction of 1-Sila-2,5-diazacyclopentane-3,4-dithione and of Tetrakis(isopropylthio)-p-benzoquinone