14644-80-5

Usage

Uses

Used in Organic Synthesis:
(4-chlorocyclohex-1-yliumyl)[tris(4-chlorophenyl)]borate(1-) is used as a catalyst in the field of organic synthesis. Its unique structure and properties allow it to facilitate various chemical reactions, enhancing the efficiency and selectivity of the processes.
Used in Chemical Research:
In the realm of chemical research, (4-chlorocyclohex-1-yliumyl)[tris(4-chlorophenyl)]borate(1-) serves as a valuable tool for studying and understanding complex chemical reactions and mechanisms. Its application contributes to the advancement of knowledge in this scientific discipline.
Used in Materials Science:
(4-chlorocyclohex-1-yliumyl)[tris(4-chlorophenyl)]borate(1-) has been explored for potential applications in materials science. Its unique properties may contribute to the development of new materials with specific characteristics, such as improved stability, reactivity, or selectivity.
Used in Pharmaceuticals:
(4-chlorocyclohex-1-yliumyl)[tris(4-chlorophenyl)]borate(1-) has also been studied for its potential applications in the pharmaceutical industry. Its unique structure and properties may offer new opportunities for the development of novel drugs or drug delivery systems, potentially leading to more effective treatments for various medical conditions.

Upstream product

• 109-63-7 trifluoroborane diethyl ether 
• 497-19-8 sodium carbonate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 13755-29-8 sodium tetrafluoroborate 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 2050-68-2 4,4'-dichlorobiphenyl 
• 91354-06-2 (4-ClC₆H₄)2BBr 
• 110383-62-5 dibromo(p-chlorophenyl)borane 
• 1234566-20-1 C₂₁H₁₉ClO 
• 1234566-36-9 C₂₁H₁₉ClO 
• 1246662-00-9 C₂₁H₂₀ClNO₂S 
• 5748-41-4 4'-chlorobiphenyl-4-carboxylic acid 
• 1614229-51-4 (4-chlorophenyl)(phenyl)(trimethylsilyl)methanol 
• 134-85-0 4-chlorobenzophenone 
• 2051-62-9 4'-biphenyl chloride 
• 21648-16-8 (4-chlorophenyl)(4-methylphenyl)amine 
• 1418635-20-7 C₂₀H₁₆ClNO₂S 
• 1365284-24-7 C₁₉H₁₄ClNO₂S 
• 1357175-54-2 (E)-3-(4-chloropheny)-1-phenylpent-1-ene 

Relevant academic research and scientific papers

Base-free palladium-catalyzed cross-coupling of arylsulfonium salts with sodium tetraarylborates

Palladium-catalyzed cross-coupling reactions of arylsulfonium salts with sodium tetraarylborates were found to proceed smoothly without recourse to an additional base, providing a new, reliable route to biaryls from organosulfur compounds.

Palladium-Assisted "Aromatic Metamorphosis" of Dibenzothiophenes into Triphenylenes

Abstract Two new palladium-catalyzed reactions of aromatic sulfur compounds enabled the conversion of dibenzothiophenes into triphenylenes in four steps. This transformation of one aromatic framework into another consists of 1) 4-chlorobutylation of the dibenzothiophene to form the corresponding sulfonium salt, 2) palladium-catalyzed arylative ring opening of the sulfonium salt with a sodium tetraarylborate, 3) an intramolecular SN2 reaction to form a teraryl sulfonium salt, and 4) palladium-catalyzed intramolecular C-S/C-H coupling through electrophilic palladation. Symmetrical as well as unsymmetrical triphenylenes of interest were synthesized in a tailor-made fashion in satisfactory overall yields. A change of heart: The invention of two palladium-catalyzed arylation reactions of organosulfur compounds enabled the transformation of dibenzothiophenes into triphenylenes and thus a fundamental change in the core aromatic structure (see scheme). Both symmetrical and unsymmetrical triphenylenes were synthesized in a tailor-made fashion in satisfactory overall yield.

Preparation of triethylammonium tetra-arylborates (TEATABs): Coupling partners for the Suzuki reaction

(Chemical Equation Presented) Six triethylammonium tetra-arylborates (TEATABs) were synthesized via a convenient reproducible procedure and characterized by spectroscopic methods (1H, 13C, 11B NMR and electrospray ionization-high-resolution mass spectrometry). The compounds could be stored at ambient temperature and were useful as reactants in the Suzuki reaction in aqueous conditions when using commercially available catalysts. Copyright Taylor & Francis Group, LLC.

Rhodium-Catalyzed asymmetric synthesis of spirocarbocycles: arylboron reagents as surrogates of 1,2-dimetalloarenes

(Figure Presented) Revolutionary Rh-oad: A rhodium/dienecatalyzed addition of sodium tetraarylborates to alkyne-tethered 2-cydoalken-lones has been developed for the synthesis of splrocarbocycles. The tetraarylborates catalytlcally form two new carbon-carbon bonds. A chlral diene ligand also asymmetrically creates quaternary spirocarbon stereocenters with high enantiomeric purity.

Ligand-free, atom-efficient Suzuki-Miyaura type cross-coupling reactions at room temperature

The atom-efficient cross-coupling reaction of sodium tetraarylborates with aryl iodides and bromides was reported. The reaction can be performed directly using a catalytic system composed of palladium chloride, sodium carbonate and methanol (PdCl2/Na2CO3/MeOH) under heat-free conditions at room temperature in an open air conditions. The reactions carried out in an atom-efficient way as 4 equiv of aryl halides coupled effectively with 1 equiv of sodium tetraarylborates to furnish 4 equiv of the corresponding functionalized biaryls in good to excellent yields.