80245-34-7

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
4-Nitro-4'-(trifluoromethyl)-1,1'-biphenyl serves as a crucial building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of compounds with specific therapeutic or pesticidal properties, contributing to advancements in healthcare and agriculture.
Used in Organic Chemistry Reactions:
As a reagent, 4-Nitro-4'-(trifluoromethyl)-1,1'-biphenyl is utilized in a range of organic chemistry reactions. The presence of the trifluoromethyl group makes it an effective agent for introducing CF3 groups into organic molecules, broadening the scope of synthetic applications.
Used in Dye and Pigment Manufacturing:
4-Nitro-4'-(trifluoromethyl)-1,1'-biphenyl also functions as a precursor in the production of dyes and pigments. Its chemical structure lends itself to the creation of a variety of colorants used in different industries, including textiles, plastics, and printing inks.
Safety Considerations:
It is essential to handle 4-Nitro-4'-(trifluoromethyl)-1,1'-biphenyl with care due to its harmful nature if ingested, inhaled, or comes into contact with the skin. Proper safety measures should be implemented during its use to ensure the well-being of individuals and the environment.

Upstream product

• 398-36-7 1-phenyl-4-(trifluoromethyl)benzene 
• 56-23-5 tetrachloromethane 
• 92-93-3 1-phenyl-4-nitrobenzene 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 586-78-7 para-nitrophenyl bromide 
• 636-98-6 p-nitrobenzene iodide 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 35692-32-1 trimethoxy(4-(trifluoromethyl)phenyl)silane 
• 100-00-5 4-chlorobenzonitrile 
• 52323-94-1 trimethyl(4-nitrophenyl)stannane 
• 100-01-6 4-nitro-aniline 
• 540-80-7 tert.-butylnitrite 
• 109-63-7 boron trifluoride diethyl etherate 

Downstream Products

• 92-89-7 4'-nitro-biphenyl-4-carboxylic acid 
• 57688-34-3 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine 

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.

Pd–Ni bimetallic catalyst supported on dendrimer-functionalized magnetic graphene oxide for efficient catalytic Suzuki-Miyaura coupling reaction

A novel type of dendritic structure was grown on the magnetic graphene oxide nanocomposite surface through thiol-ene click reaction. The resulting nanocomposite was utilized as a support for immobilizing Pd–Ni bimetallic nanoparticles, which were employed

An efficient clean and sustainable methodology for catalytic C-C coupling process over a Pd-free magnetically recoverable cobalt catalyst

The Suzuki and Sonogashira coupling reactions are important processes in organic synthesis. However, to date, these reactions have been extensively examined using Pd-based catalysts in toxic organic solvents. Therefore, developing clean and inexpensive methodologies for these reactions remained a major challenge. Herein, by taking the advantages of thiol-ene click reaction, an easy and robust strategy for surface modification of magnetic graphene oxide with a dendrimer structure was successfully developed. Dendrimer-functionalized magnetic graphene oxide was then applied for the immobilization of Co nanoparticles. Transmission electron microscopy exhibited a homogeneous distribution of Co nanoparticles with the size of about 3 nm. The resultant nanocomposite revealed high efficiency in catalytic Suzuki and Sonogashira reactions in non-hazardous and sustainable deep eutectic solvents (DESs). The DES and catalyst were simply recycled five times with gradual slight decrease in the yield of the reactions. More importantly, the catalyst was magnetically isolated at the end of the recycling process. Overall, the utilization of DES as an environmentally friendly and recoverable reaction medium, as well as replacing the low-cost cobalt catalyst as an alternative to expensive Pd catalyst along with the facile catalyst isolation by employing an external magnetic field, make the present protocol promising from economic and green chemistry points of view for the clean C-C coupling reactions.

Anchored Pd(0) Nanoparticles on Synthetic Talc for the Synthesis of Biaryls and a Precursor of Angiotensin II Inhibitors

The palladium-catalyzed Suzuki-Miyaura cross-coupling reaction is one of the most important and efficient reactions to prepare a variety of organic compounds, including biaryls. Despite the overwhelming number of reports related to this topic, some methodological difficulties persist in terms of catalyst handling, recovery, and reuse, as well as the reaction media. This work reports the rational design of new, efficient, cost-effective, and reusable palladium catalysts supported on synthetic talc for the Suzuki-Miyaura reaction. From the results, key points were identified: both designed catalysts accelerated the reaction in EtOH and an open-flask setup, affording moderate to excellent yields within a short time (e.g., 30 min) even for deactivated aryl halides; the protocol can be applied to a great number of both cross-coupling partners, showing an excellent functional group tolerance; the catalysts can be recovered and reused without significant loss of activity. This protocol was used for the synthesis of a precursor of angiotensin II inhibitors such as valsartan, losartan, irbesartan, and telmisartan.

Green and sustainable palladium nanomagnetic catalyst stabilized by glucosamine-functionalized Fe3O4@SiO2 nanoparticles for Suzuki and Heck reactions

A novel magnetic and heterogeneous palladium-based catalyst stabilized by glucosamine-functionalized magnetic Fe3O4@SiO2 nanoparticle was synthesized. The strategy relies on the covalently bonding of glucosamine to cyanuric chloride-functionalized magnetic nanoparticles followed by complexation with palladium. The structure of magnetic nanocatalyst was fully determined by FT-IR, XRD, DLS, FE-SEM, TEM, ICP, UV-Vis, TGA, VSM, and EDX. The obtained results confirmed that the palladium nanoparticles stabilized by glucosamine immobilized onto the magnetic support exhibited high activity in cross-coupling reactions of Suzuki-Miyaura and Mizoroki-Heck. Various aryl halides were coupled with arylboronic acid (Suzuki cross-coupling reaction) and olefins (Heck reactions) under the green conditions to provide corresponding products in high to excellent yields. Interestingly, the catalyst can be easily isolated from the reaction media by magnetic decantation and can subsequently be applied for consecutive reaction cycles (at least seven times) with no notable reduction in the catalytic activity.

Discovery of Biphenyl-Sulfonamides as Novel β- N-Acetyl- d -Hexosaminidase Inhibitors via Structure-Based Virtual Screening

Novel insecticidal targets are always in demand due to the development of resistance. OfHex1, a β-N-acetyl-d-hexosaminidase identified in Ostrinia furnacalis (Asian corn borer), is involved in insect chitin catabolism and has proven an ideal target for insecticide development. In this study, structure-based virtual screening, structure simplification, and biological evaluation are used to show that compounds with a biphenyl-sulfonamide skeleton have great potential as OfHex1 inhibitors. Specifically, compounds 10k, 10u, and 10v have Ki values of 4.30, 3.72, and 4.56 μM, respectively, and thus, they are more potent than some reported nonglycosyl-based inhibitors such as phlegmacin B1 (Ki = 26 μM), berberine (Ki = 12 μM), 2 (Ki = 11.2 μM), and 3 (Ki = 28.9 μM). Furthermore, inhibitory kinetic assessments reveal that the target compounds are competitive inhibitors with respect substrate, and based on toxicity predictions, most of them have potent drug properties. The obtained results indicate that the biphenyl-sulfonamide skeleton characterized by simple chemical structure, synthetic tractability, potent activity, and low toxicity has potential for further development in pest management targeting OfHex1.

Antioxidant properties of synthesis nanometallic Pd-Ni?2-mercaptoethanol as effective catalyst for suzuki-miyaura reactions

The palladium-catalyzed Suzuki coupling reaction is one of the most efficient strategies for constructing a carbon-carbon bond. In recent years, bimetallic catalysts have become candidates for the Suzuki coupling reaction. In this work, Pd-Ni?2-Mercaptoethanol nanoparticles were synthesized for the Suzuki-Miyaura cross-coupling of arylboronic acids with aryl bromides, in the N,N-dimethylformamide/water mixture catalyzed by Pd-Ni: A simple and efficient reaction performed in a solvent, without a ligand, and in open air. We found that the Suzuki-Miyaura reactions are remarkably fast (5 min), with high yields and the products are highly pure. The Pd-Ni?2-Mercaptoetanol nanoparticles have a narrow size distribution with a mean crystallite size of 10 nm. Radical scavenging activities of the complexes have been evaluated by using DPPH, DMPD+ and ABTS+ assays. IC50 values (μg/ml) of the complexes and standards on DPPH, DMPD+ and ABTS+ respectively following the sequences.

Thiazole-based non-symmetric NNC-palladium pincer complexes as catalytic precursors for the Suzuki-Miyaura C-C coupling

We report an efficient synthesis of new non-symmetric pincer palladacycles 2a-i, containing a [NNC]-tridentate ligand formed by a hydrazone and a thiazolyl moiety as sources of N-donor atoms. These catalytic precursors were tested in the Suzuki-Miyaura cross coupling reaction using a variety of aryl boronic acids with aryl bromides or chlorides using water as solvent. Complex 2a displays the best catalytic performance under aerobic conditions, affording the coupling products in good to high yields. In all cases, the cross-coupling reaction was conducted under IR irradiation, allowing a decrease in the reaction time.

One-Pot Tandem Photoredox and Cross-Coupling Catalysis with a Single Palladium Carbodicarbene Complex

The combination of conventional transition-metal-catalyzed coupling (2 e? process) and photoredox catalysis (1 e? process) has emerged as a powerful approach to catalyze difficult cross-coupling reactions under mild reaction conditions. Reported is a palladium carbodicarbene (CDC) complex that mediates both a Suzuki–Miyaura coupling and photoredox catalysis for C?N bond formation upon visible-light irradiation. These two catalytic pathways can be combined to promote both conventional transition-metal-catalyzed coupling and photoredox catalysis to mediate C?H arylation under ambient conditions with a single catalyst in an efficient one-pot process.

The Rational Design and Synthesis of Water-Soluble Thiourea Ligands for Recoverable Pd-Catalyzed Aerobic Aqueous Suzuki-Miyaura Reactions at Room Temperature

Eight precatalysts containing carboxylic-functionalized thiourea ligands are prepared and their activities and recyclability are evaluated in aerobic aqueous Suzuki-Miyaura reactions. A bulky monothiourea-Pd complex, functionalized with four carboxylic groups, shows the best activity and recyclability in the coupling of aryl bromides with arylboronic acids. The catalyst can be reused at least five times without any significant reduction in its catalytic activity. TEM analysis and the confirmed catalytic activity of the observed black precipitate reveal that Pd nanoparticles are formed during the reactions and are stabilized by the carboxylic-functionalized thiourea ligands.