952-22-7

Upstream product

• 98-95-3 nitrobenzene 
• 108-42-9 3-chloro-aniline 
• 100-01-6 4-nitro-aniline 
• 108-90-7 chlorobenzene 
• 28402-09-7 3-Chlor-4'-nitro-4-amino-biphenyl 
• 63503-60-6 3-chlorophenylboronic acid 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 540-80-7 tert.-butylnitrite 
• 109-63-7 boron trifluoride diethyl etherate 
• 636-98-6 p-nitrobenzene iodide 
• 100124-48-9 5-chloro-4'-nitro-biphenyl-2-ylamine 

Downstream Products

• 98023-63-3 3'-Chlor-4-<4-decyloxy-benzylidenamino>-biphenyl 
• 96275-75-1 3'-Chlor-4-<4-nonyloxy-benzylidenamino>-biphenyl 
• 5748-36-7 3'-chloro-[1,1'-biphenyl]-4-amine 
• 5728-43-8 3'-chloro-[1,1'-biphenyl]-4-carboxylic acid 

Relevant academic research and scientific papers

Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold

A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoroborate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators. The coupling is applicable for electron-donating and electron-withdrawing groups present at the para, ortho, and meta positions of both substrates.

N,S-chelating triazole-thioether ligand for highly efficient palladium-catalyzed Suzuki reaction

1,2,3-Triazole-thioether compounds could serve as efficient ligands for Pd-catalyzed Suzuki reactions of various aryl iodides, bromides and chlorides. The reactions feature wide substrate scope and mild reaction conditions. Besides, shorter reaction time, lower catalyst loadings and quantitative yields with a turnover-frequency (TOF) value of up to 11,880 h?1 are other advantageous of this attractive protocol. The crystal structure analyses and computational studies revealed that the higher catalytic activity of the corresponding chelated palladium complex ascribed to the lower energy gap and the lower redox potential.

Pseudo-Solid-State Suzuki–Miyaura Reaction and the Role of Water Formed by Dehydration of Arylboronic Acids

Solvent-free reactions belong to a very attractive area of organic chemistry. The solvent-free Suzuki–Miyaura coupling is of special importance due to the problem of catalyst leaching in the presence of a solvent. This study investigates the course of reaction of solid aryl halides with arylboronic acids in the absence of a solvent and without any liquid additives. For the first time, a number of important conditions for performing a solid-state Suzuki–Miyaura reaction were analyzed in details. The results indicate a prominent role of water, which is formed as a by-product in the side reaction of arylboronic acid trimerization. Electron microscopy study revealed surprising changes occurring within the reaction mixture during the reaction and indicated the formation of spherical nano-sized particles containing the reaction product. Catalyst recycling was easily performed in the developed system and the product was isolated by sublimation, thus providing a possibility to completely avoid the use of solvents at all stages.

Rapid “Mix-and-Stir” Preparation of Well-Defined Palladium on Carbon Catalysts for Efficient Practical Use

A facile direct deposition approach for the preparation of recyclable Pd/C catalysts simply by stirring a solution of tris(dibenzylideneacetone)dipalladium(0) with a suitable carbon material was evaluated. An extraordinarily rapid catalyst preparation procedure (0 centers onto the highly accessible surface area and the avoidance of ill-defined PdII/Pd0 states.

Cubical Palladium Nanoparticles on C@Fe3O4 for Nitro reduction, Suzuki-Miyaura Coupling and Sequential Reactions

Cubical Pd nanoparticles incorporated magnetically recyclable nanoreactor (Pd cNPs/C@Fe3O4) are found to be efficient catalysts for the hydrogenation or aromatic nitrocompounds, Suzuki-Miyaura coupling and the sequential reaction of [Formula presented] coupling followed by reduction of nitrobiphenyl substrates. A variety of aryl iodides, bromides and chlorides were coupled with phenylboronic acids to form corresponding biaryl products and variety of nitro aromatic compounds was hydrogenated with excellent yield and high TON. The catalytic activity of palladium cubical nanoparticles (Pd cNPs) embedded with excess of {100} surface facets are superior compared to Pd spherical nanoparticles (Pd sNPs) embedded with mixed surface facets. The catalytic efficiency remains unaltered even after five repeated cycles. The observed enhanced catalytic activity is attributed to the high density of low-coordinated Pd {100} atoms present at the surface of the Pd cNPs/C@Fe3O4 catalyst, confirmed by HR-TEM studies. Also, the catalyst is truly heterogeneous, highly stable, does not require any toxic ligands, has wide substrate scope in both nitroreduction and Suzuki-Miyaura coupling reaction along with the ability to catalyse in a sequential manner, magnetically separable from the reaction mixture and can be reused.

Development of unimolecular tetrakis(piperidin-4-ol) as a ligand for Suzuki-Miyaura cross-coupling reactions: Synthesis of incrustoporin and preclamol

Abstract A domino aza-Cope/aza-Prins cascade enabled the synthesis of a new class of 4-hydroxypiperidine-appended mono, bis, tris, and tetrakis unimolecular compounds that served as efficient ligands to catalyze Suzuki-Miyaura cross-coupling reactions under aerobic conditions. Various biaryls, terphenyls, and heterocyclic biphenyls were obtained in good to excellent yields. The ligands were also capable of catalyzing the Heck-Mizoroki reaction. As an application, the Suzuki-Miyaura coupling reaction was used in the synthesis of incrustoporin, its analogs, and the drug molecule preclamol. A domino aza-Cope/aza-Prins cascade enabled the synthesis of a new class of 4-hydroxypiperidine-appended mono-, bis-, tris-, and tetrakis-unimolecular compounds that served as efficient ligands to catalyze Suzuki-Miyaura cross-coupling reactions under aerobic conditions. Various biaryls, terphenyls, and heterocyclic biphenyls were obtained in good to excellent yields.

Sulfilimine palladacycles: Stable and efficient catalysts for carbon-carbon coupling reactions

A new family of sulfilimine-based palladacycles (1-4) has been synthesized in high yields from easily accessible starting materials and is found to exhibit high catalytic activities for carbon-carbon bond-formation in Suzuki, Heck, Sonogashira and Ullmann-type reactions, affording coupled products in excellent yields.

Direct Conversion of Arylamines to the Corresponding Halides, Biphenyls, and Sulfides with t-Butyl Thionitrate

t-Butyl thionitrate have been found to be an excellent diazotizing reagent of arylamines in aprotic nonpolar media, affording eventually such products as aryl chlorides, aryl bromides, aryl iodides, biphenyls, and aryl methyl sulfides in the presence of CCl4, CHBr3, I2, benzene, and dimethyl disulfide, respectively, via extrusion of N2.