2113-58-8

Usage

Chemical Properties

yellow crystalline powder

InChI:InChI=1/C12H9NO2/c14-13(15)12-8-4-7-11(9-12)10-5-2-1-3-6-10/h1-9H

Upstream product

• 4085-18-1 4-amino-3-nitrobiphenyl 
• 20241-06-9 1-(3-nitrophenyl)-3,3-dimethyltriazene 
• 104-15-4 toluene-4-sulfonic acid 
• 71-43-2 benzene 
• 938-81-8 N-nitrosoacetanilide 
• 98-95-3 nitrobenzene 
• 2396-01-2 phenyl radical 
• 6597-18-8 (dibenzoyloxyiodo)benzene 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 94-36-0 dibenzoyl peroxide 
• 122-28-1 N-(3-nitrophenyl)acetanilide 
• 92-52-4 biphenyl 
• 598-58-3 methyl nitrate 
• 2243-47-2 3-biphenyl amine 

Downstream Products

• 121-92-6 3-nitrobenzoic acid 
• 101366-50-1 3'-nitrobiphenyl-4-sulfonyl chloride 
• 40641-71-2 4'-bromo-[1,1'-biphenyl]-3-amine 
• 176032-41-0 N-([1,1'-biphenyl]-3-yl)-3-nitropyridine-2-amine 
• 1399050-18-0 C₁₉H₁₆N₃⁽¹⁺⁾*Cl^(1-) 
• 643-93-6 3-methylbiphenyl 
• 92-52-4 biphenyl 
• 63242-13-7 [4‐(3‐nitrophenyl)phenyl](phenyl)methanone 
• 88841-77-4 (E)-1,2-di([1,1'-biphenyl]-3-yl)diazene 
• 4969-04-4 3,3'''-diphenyl-p-quaterphenyl 
• 4740-51-6 m-sexiphenyl 
• 20442-79-9 3-iodo-1,1'-biphenyl 
• 1166-18-3 meta-quaterphenyl 
• 59080-33-0 2,4,6-tribromobiphenyl 

Relevant academic research and scientific papers

Rapid microwave-promoted catalyst- and solvent-free suzuki-type coupling reaction

The catalyst- and solvent-free Suzuki coupling reaction of sodium tetraphenylborate with hypervalent iodonium salts was achieved under microwave irradiation in the absence of a base. A convenient method for formation of carbon-carbon bonds afforded good yields in a short time. Copyright Taylor & Francis Group, LLC.

Pd and Pd-CuO nanoparticles in hollow silicalite-1 single crystals for enhancing selectivity and activity for the Suzuki-Miyaura reaction

Pd and Pd-CuO nanoparticles were successfully encapsulated in hollow silicalite-1 single crystals by tetrapropylammonium hydroxide (TPAOH) hydrothermal treatment with an "impregnation-dissolution-recrystallization" process. The size and number of particles in the hollow zeolite depended mainly on the nature of the metal. For palladium, the palladium nanoparticles easily aggregated into larger particles in the hydrothermal process, which displays excellent substrate selectivity for the meta- and para-substituted aryl bromides in the Suzuki-Miyaura reaction. For Pd-CuO binary metals (oxide), introducing copper oxide prevents aggregation of palladium, which shows about 3 times higher activity than encapsulated single Pd catalyst for the above reaction. The strategy using a hollow zeolite crystal as a support is a more reliable method for preparing multi-metallic (oxide) catalysts with well-dispersed nanoparticles.

Stainless steel mesh-GO/Pd NPs: Catalytic applications of Suzuki-Miyaura and Stille coupling reactions in eco-friendly media

The immobilization of palladium nanoparticles (Pd NPs) on stainless-steel mesh is described in two short steps via deposition of graphene oxide (GO) on the stainless-steel mesh (mesh-GO) by electrophoretic deposition (EPD), preparation of Pd NPs using laser ablation in liquids (LAL) and finally the immobilization of Pd NPs on the mesh-GO by immersion in a Pd NP colloidal solution. The novel, efficient and reusable mesh-GO/Pd catalyst was characterized by various techniques such as SEM, EDS, UV-Vis and FT-IR spectroscopy and its catalytic activity was investigated for the Suzuki-Miyaura and Stille coupling reactions in ethanolic water.

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.

Biosynthesis of supported Pd nanoparticles using poplar leaf as a reducing agent and carrier: A green route to highly efficient and reusable Suzuki coupling reaction catalyst

A green process for the synthesis of supported Pd nanoparticles (NPs) using poplar leaf extract (PLE) as a reducing agent and the extracted residue of poplar leaf (RPL) as a carrier is reported. The Pd/RPL nanocomposites were characterized by XRD, TEM, SEM, EDS, XPS, FTIR, and ICP-AES. The spherical Pd NPs had a mean particle size of 3.1 nm and were evenly distributed on the RPL surface. More importantly, the Pd/RPL nanocomposites were used as a heterogeneous catalyst, which presented superior catalytic activity for the Suzuki coupling reaction. In addition, only a slight loss in the catalytic activity was observed after six recycles.

Highly active palladium nanoparticles immobilized on NH2-MIL-125 as efficient and recyclable catalysts for Suzuki-Miyaura cross coupling reaction

Abstract Pd nanoparticles were deposited successfully on a porous metal-organic framework NH2-MIL-125, and characterized by powder X-ray diffraction, thermogravimetric analysis, N2 adsorption-desorption isotherms, X-ray photoelectron spectroscopy, and field emission transmission electron microscopy. The as-synthesized NH2-MIL-125-supported palladium nanoparticles exhibited excellent heterogeneous catalytic performance towards Suzuki cross coupling between the aryl chlorides and arylboronic acids. The catalyst could be reused at least four times under the optimized conditions with only a minor decrease in catalytic activity. The Sheldon test confirmed the heterogeneity of the catalyst.

Graphene-Supported Palladium Complex: A Highly Efficient, Robust and Recyclable Catalyst for the Suzuki-Miyaura Cross-Coupling of Various Aryl Halides

We present a novel strategy based on the immobilization of a palladium complex on reduced graphene oxide for the development of a heterogeneous catalytic system with high efficiency and good recyclability. The prepared catalyst was tested for Suzuki-Miyaura cross-coupling reactions and shown to have a high catalytic efficiency, giving 83-98% conversion of the reactants under mild conditions. Moreover, it could be readily recycled and reused several times without significant loss of activity.

Anchoring Pd(OAc)2 on amide-bonded covalent organic frameworks: An efficient heterogeneous Pd@OC-MA catalyst for Suzuki-Miyaura coupling reactions in water

Nitrogen-rich of a melamine-based mesoporous covalent organic frameworks (COFs) materials were synthesized and used as a carrier to support a Pd(OAc)2. The Pd@OC-MA revealed an efficient catalytic activity and selectivity for Suzuki-Miyaura coupling reactions in an environmentally friendly water medium at room temperature. Specifically, it had moderate to excellent conversion for inactive chlorinated aromatic hydrocarbons. The catalyst was synthesized simply, had high stability and good selectivity, and was easy to recycle. Excellent catalytic activity of the Pd@OC-MA was also observed after five consecutive cycles.

Magnetically recoverable 2-(aminomethyl)phenols-modified nanoparticles as a catalyst for Knoevenagel condensation and carrier for palladium to catalytic Suzuki coupling reactions

A class of magnetic nanoparticles modified by 2-(aminomethyl)phenols has been successfully designed and synthesized as a reusable catalyst for Knoevenagel reaction. What's more, such nanomaterial also proved as suitable carrier for immobilization of palladium nanoparticles and the obtained composite exerted potent catalytic activity in Suzuki coupling reactions. Both of the (aminomethyl)phenols-modified nanoparticles and its related palladium nanocatalyst could be easily separated and reused for several consecutive runs by magnetic decantation without significant loss of their catalytic efficiency.

Functionalization of fullerene (C60) with metformine to immobilized palladium as a novel heterogeneous and reusable nanocatalyst in the Suzuki-Miyaura coupling reaction at room temperature

Pd supported on biguanide(metformine)-functionalized fullerene (C 60-Met/Pd2+) hybrid materials was fabricated for the first time. The catalyst prepared was characterized by X-ray diffraction spectroscopy (XRD), Fourier transform infrared (FT-IR), thermogravimetric analysis (TGA), and transmission electron microscopy (TEM). The catalyst showed excellent activity Suzuki-Miyaura coupling reaction of different aryl iodides and bromides with phenylboronic acid at room temperature in the EtOH:H2O (1:1) mixture as solvent. The yields of the products were in the range from 85% to 98%. The catalyst can be readily recovered and reused at least 6 consecutive cycles without significant loss in its catalytic activity. This is the new example for the development of fullerene (C60-Met-Pd) complexes which can be used as efficient recyclable catalysts without palladium leaching.