29312-59-2

Usage

Chemical compound

4-(2,6-diphenyl-4-pyridyl)-N,N-dimethylaniline

Common uses

materials science and organic chemistry

Versatile compound

applications in organic electronic materials such as OLEDs and organic photovoltaic cells
Good thermal stability and solubility in common organic solvents
Valuable building block for design and synthesis of new organic materials
Unique molecular structure and electron-rich properties
Promising candidate for functional organic molecules
Potential applications in optoelectronics and organic semiconductor devices

InChI:InChI=1/C25H22N2/c1-27(2)23-15-13-19(14-16-23)22-17-24(20-9-5-3-6-10-20)26-25(18-22)21-11-7-4-8-12-21/h3-18H,1-2H3

Upstream product

• 32728-09-9 4-(4-dimethylamino-phenyl)-2,6-diphenyl-pyrylium; chloride 
• 631-61-8 ammonium acetate 
• 98-86-2 acetophenone 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 2970-29-8 4-(4-dimethylaminophenyl)-2,6-diphenylpyrylium perchlorate 
• 136879-59-9 N-(diphenylphosphinyl)-3--1-phenyl-2-propenimine 
• 116822-16-3 5-(4-Dimethylamino-phenyl)-3,7-diphenyl-[1,2]diazepine-1-carbonyl azide 
• 106351-59-1 C₃₂H₂₇N₃O 
• 82944-84-1 N-[(1E)-1-phenylethylidene]-P,P-diphenylphosphinic amide 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 22965-98-6 4-(dimethylamino)chalcone 
• 1030-27-9 4-dimethylamino-chalcone 
• 613-91-2 acetophenone oxime 

Relevant academic research and scientific papers

Silver(I) Complexes of Diphenylpyridines: Crystal Structures, Luminescence Studies, Theoretical Insights, and Biological Activities

A series of simple two-coordinated cationic silver(I) complexes, namely, [Ag{4-(4-R1-phenyl)-2,6-diphenylpyridine}2]X (X=ClO4 ?, BF4 ?, or SO3CF3 ?), with different electron-donating or -withdrawing groups (e.g., R1=N(Me)2, Me, H, Cl, and Br) on the phenyl ring, were successfully prepared. Extensive characterization of these complexes by various NMR spectroscopy techniques and mass spectrometry was further corroborated by single-crystal XRD analyses. Detailed photophysical investigations of [Ag{4-(4-N,N-dimethylaminophenyl)-2,6-diphenylpyridine}2]ClO4 (C1) displayed a strong room-temperature fluorescence in solution with an anomalously high luminescence quantum yield of 0.83. The effects of distinct substituent groups (C2–C5), π-conjugated aromatic rings (C6 and C7), and anions (C8 and C9) on the photoluminescence properties were evaluated. Furthermore, DFT and time-dependent DFT calculations were performed to discern the composition of the excited state, as well as to confirm the obtained relative emission energies upon substitution with electronically different ligands. These results indicated that the strong electron-donating substituent of N,N-dimethylamine played an important role in the unprecedented high luminescence quantum yield of C1. In addition, preliminary antimicrobial studies and confocal microscopy fluorescent imaging of HeLa cells labeled with these complexes reveal their potential applications in biological activities.

Acid-catalyzed tandem reaction for the synthesis of pyridine derivatives via C=C/C(sp3)-N bond cleavage of enones and primary amines

A one-pot acid-catalyzed tandem reaction has been developed without any metallic reagents or extra oxidants. This reaction involves a C=C bond cleavage of enones via a “masked” reverse Aldol reaction, and C(sp3)-N bond cleavage of primary amines to provide nitrogen sources for the assembly of pyridine derivatives in high yields with excellent functional group tolerance.

Ultrasound-Mediated Synthesis of 2,4,6-Triaryl-Pyridines Using MgAl2O4 Nanostructures

Nanocrystalline MgAl2O4 was found to be a highly efficient catalyst for the preparation of 2,4,6-triaryl-pyridines from the reaction of acetophenone derivatives, aryl aldehydes, and ammonium acetate under sonic condition for the first time. The present methodology offers several advantages, such as excellent yields, simple procedure, shorter reaction times, and milder conditions; the catalyst also exhibited remarkable reusable activity. This procedure is much simpler and faster than the protocols published to date.

Nano-Fe3O4-supported, hydrogensulfate ionic liquid-catalyzed, one-pot synthesis of polysubstituted pyridines

Anchoring 1-methyl-3-(triethoxysilylpropyl) imidazolium chloride onto silica-coated magnetic Fe3O4 particles afforded the corresponding supported ionic liquid. Exchanging the Cl- anion by treating with H2SO4 gave Br?nsted ionic liquid 1-methyl-3-(triethoxysilylpropyl) imidazolium hydrogensulfate. The synthesized catalyst was characterized by various techniques such as infrared, x-ray diffraction, scanning electron microscopy, thermogravimetric analysis, and elemental analyses. The results indicated that the prepared catalyst had a nanostructure. The catalytic activity of the supported ionic liquid was examined in the synthesis of the polysubstituted pyridines by reaction of aromatic aldehydes with acetophenones and ammonium acetate in moderate to good yields under solvent-free conditions. The catalyst can be easily recovered by applying an external magnetic field and reused for at least seven runs without deterioration in catalytic activity.

The synthesis of polysubstituted pyridines using nano Fe3O4 supported hydrogensulfate ionic liquid

Reaction of 1-methylimidazole with 3-(trimethoxysilyl)propyl chloride resulted in formation of 1-methyl-3-(trimethoxysilyl)propyl imidazolium chloride ([pmim]Cl). Anchoring of the ionic liquid on to silica-coated magnetic Fe3O4 particles afforded the corresponding supported ionic liquid MNP-[pmim]Cl. Exchanging the Cl- anion by treatment with H2SO4 gave the Bronsted ionic liquid MNP-[pmim]HSO4. FT-IR, XRD, SEM, TEM, TG/DTG, VSM, and CHN analysis were used to characterize the supported ionic liquid. The results indicated the catalyst was a nanostructure. The catalytic activity of the supported ionic liquid was examined in the synthesis of the polysubstituted pyridines by reaction of aromatic aldehydes, and acetophenones or indan-1-one with ammonium acetate under solvent-free conditions. The catalyst could be easily recovered, by applying an external magnetic field, and reused at least six runs without deterioration of its catalytic activity.

An improved and highly efficient one-pot three-component synthesis of 2,4,6-triarylpyridines catalyzed by melamine trisulfonic acid under solvent-free condition

A facile one-pot synthesis of triarylpyridines as valuable products is reported via three-component condensation reaction in the presence of environmentally benign melamine trisulfonic acid (MTSA) under solvent-free condition. The present protocol offers several advantages including simple work-up procedure, high yields and ease of catalyst isolation with suitable recyclability.

One-pot, solvent-free and efficient synthesis of 2,4,6-triarylpyridines catalyzed by nano-titania-supported sulfonic acid as a novel heterogeneous nanocatalyst

Nano titania-supported sulfonic acid (n-TSA) has found to be a highly efficient, eco-friendly and recyclable heterogeneous nanocatalyst for the solvent-free synthesis of 2,4,6-triarylpyridines through one-pot three-component reaction of acetophenones, aryl aldehydes and ammonium acetate. This reported method illustrates several advantages such as environmental friendliness reaction conditions, simplicity, short reaction time, easy work up, reusability of catalyst and high yields of the products. One new compound is reported too. Furthermore, the catalyst could be recycled after a simple work-up, and reused at least six times without substantial reduction in its catalytic activity.

Three-component one-pot synthesis of 2,4,6-triarylpyridines without catalyst and solvent

An efficient and green synthesis of 2,4,6-triarylpyridines by a one-pot three-component condensation of aromatic aldehydes, substituted acetophenones, and ammonium acetate without catalyst at 130°C under solvent-free conditions is described. This method offers several advantages such as simple procedure, easy work-up, short reaction time, low cost, environmentally friendly conditions, and moderate to high yields.

THERMOCHROMIC COMPOSITIONS FROM TRISUBSTITUTED PYRIDINE LEUCO DYES

A thermochromic leuco dye composition contains a leuco dye moiety including one or more tri-aryl substituted pyridines, a UVA developer moiety including at least one UVA developer selected from the group consisting of salicylic acid and derivatives thereof, and biphenyls and derivatives thereof, and a carrier selected from the group consisting of a fatty ester, fatty alcohol, fatty amide, and combinations thereof.