4648-33-3

Usage

Uses

Used in Organic Electronic Devices:
(E)-4-Nitro-4'-methoxystilbene is used as a component in the development of organic electronic devices such as organic light-emitting diodes (OLEDs) and organic solar cells. Its unique properties make it a promising candidate for enhancing the performance and efficiency of these devices.
Used as a Fluorescent Probe:
In the field of analytical chemistry, (E)-4-Nitro-4'-methoxystilbene serves as a fluorescent probe for detecting and quantifying different compounds in biological and environmental samples. Its optical properties allow for sensitive and selective detection, making it a valuable tool in research and quality control.
Safety Considerations:
It is important to handle (E)-4-Nitro-4'-methoxystilbene with care, as it is considered to be hazardous and toxic. Proper safety measures should be taken to minimize exposure and ensure the well-being of individuals working with (E)-4-Nitro-4'-methoxystilbene.

Upstream product

• 36134-65-3 3-(4-methoxy-phenyl)-2-(4-nitro-phenyl)-acrylic acid 
• 104-03-0 4-nitrobenzeneacetic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 6933-17-1 (4-nitrobenzylidene)triphenylphosphorane 
• 99-99-0 1-methyl-4-nitrobenzene 
• 18583-41-0 p-methoxybenzyltriphenylphosphonium salt 
• 555-16-8 4-nitrobenzaldehdye 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100-13-0 4-nitrostyrene 
• 2767-70-6 (p-nitrobenzyl)triphenylphosphonium bromide 
• 1257997-71-9 ethyl ethyl(4-nitrobenzyl)phosphinate 
• 696-62-8 para-iodoanisole 
• 637-69-4 4-Methoxystyrene 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 

Downstream Products

• 7314-07-0 4-amino-4'-methoxystilbene 
• 15794-99-7 (α,α'-dibromo-4'-nitro-bibenzyl-4-yl)-methyl ether 
• 14802-10-9 4-[2-(4-methoxyphenyl)ethyl]aniline 
• 67644-13-7 (E)-N-[4-(4-methoxystyryl)phenyl]acetamide 
• 102549-09-7 (E)-N-(4-(4-methoxystyryl)phenyl)benzamide 
• 39082-36-5 (α'-bromo-4'-nitro-stilben-4-yl)-methyl ether 
• 1258785-37-3 2-(4-methoxyphenyl)-3-(4-nitrophenyl)-2H-azirine 
• 1253645-34-9 2-[(4'-methoxyldiphenylethylene-4-ylimino)methyl]phenol 
• 1203558-95-5 4-[(4'-methoxyldiphenylethylene-4-ylimino)methyl]phenol 
• 14987-61-2 1-methoxy-4-(4-nitrophenethyl)benzene 
• 1608492-51-8 (2R,3S,4R,5S)-2,5-bis(4-methoxyphenyl)-3,4-bis(4-nitrophenyl)tetrahydrofuran 

Relevant academic research and scientific papers

Discovery of styrylaniline derivatives as novel alpha-synuclein aggregates ligands

Parkinson's disease (PD) is the second most common neurodegenerative disorder. Early diagnosis is the key to treatment but is still a great challenge in the clinic now. The discovery of alpha-synuclein (α-syn) aggregates ligands has become an attractive s

Nonlinear optical properties of diaromatic stilbene, butadiene and thiophene derivatives

Series of highly polar stilbene (1a-e), diphenylbutadiene (2a-c) and phenylethenylthiophene (3a-c) derivatives were preparedviaHorner-Wadsworth-Emmons method with a view to produce new and efficient materials for second harmonic generation (SHG) in the so

Immobilized Pd on a NHC-functionalized metal-organic FrameworkMIL-101(Cr): An efficient heterogeneous catalyst in the heck and copper-free Sonogashira coupling reactions

A heterogeneous palladium catalyst system based on immobilization of palladium moieties on a N-heterocyclic carbene (NHC) modified metal organic framework (MOF) was developed for the Heck and copper-free Sonogashira coupling reactions. In order to prepare this catalyst system, first, MIL-101(Cr) was functionalized with NHC moieties through a post synthetic modification (PSM) approach, and then Pd metal was stabilized on the prepered MIL-101(Cr)-NHC substrate. This material was characterized using various microscopic and spectroscopic techniques and then was used as an efficient heterogeneous Pd catalyst system in the Heck and copper-free Sonogashira reactions. Results of the heterogeneity tests showed that the Pd-NHC-MIL-101(Cr) catalyst can efficiently catalyzed these coupling reactions heterogeneously and no remarkable changes observed in the morphology and structure of MIL-101(Cr) template during the reaction progress. Also, existence of palladium nanoparticles immobilized on the MOF structure affirmed by the TEM and XPS analysis confirmed the oxidation state of Pd. A variety of alkene and alkyne derivatives were synthesized in good to excellent yields using this heterogeneous Pd catalyst system under normal conditions. More importantly Pd-NHC-MIL-101(Cr) catalyst was simply recovered from the reaction medium without remarkable decreasing in its catalytic activities after five times of reusability. The ICP analysis showed the very low Pd and Cr metals leaching, representing high stability and applicability of this catalyst in Pd coupling reactions.

New Bidentate N-Sulfonyl-Substituted Aromatic Amines as Chelate Ligand Backbones: Pd Catalyst Generation in C-C Coupling via in Situ and Precatalyst Modes

A series of six new, bidentate ligands based on N-(2-(R-sulfonamido)benzyl)R-sulfonamide have been isolated as dianionic or monoanionic chelators via condensation of 2-(aminomethyl)aniline with sulfonyl chloride reagents; R = methyl (1 and 1′), tolyl (2 and 2′), 2,4,6-Trimethylphenyl (3), or 2,4,6-Triisopropylphenyl (4). Complexes of ligands 2-4 reacted at room temperature with palladium(ii) acetate in the presence of various monodentate N-donor co-ligands to form complexes Pd2(2dmap), Pd2′(OAc.py), Pd3(2acn), Pd3(2py), Pd4(2acn), and Pd4(2py), which were structurally confirmed by three X-ray crystal analyses. Results of catalysis studies in water showed high turnover frequencies and yields of up to 98 % within 10 min and at 0.2 mol-% palladium catalyst loading. Relative to ligand-free catalysis in the presence of only Pd(OAc)2, the ligand-supported palladium species clearly possess positive catalytic advantage. Furthermore, Suzuki coupling efficiencies by 1: 1 'Pd(OAc)2 + ligand' yielded notably better outcomes than for the 1: 2 'Pd(OAc)2 + ligand' in situ catalyst generation, which reveals that coordinative saturation is undesirable. The size of the complementing monodentate co-ligand was observed to influence the catalytic efficiency such that bulkier co-ligands consistently yielded improved turnover frequency values, which leads to the conclusion that steric repulsion between the synthesised ligands and the bulkier co-ligands aided the generation of vacant coordination sites for the more active complexes. Moderate Heck coupling activity was recorded for the complexes and better activities appear to correlate with moderate bulkiness of ligand 3.

N-Heterocyclic carbene palladium (II)-pyridine (NHC-Pd (II)-Py) complex catalyzed heck reactions

A mild, efficient, and practical catalytic system for the synthesis of highly privileged stilbene pharmacophores is reported. This system uses N-heterocyclic carbene palladium (II) Pyridine (NHC-Pd (II)-Py) complex to catalyze the formation of carbon-carbon bonds between olefin derivatives and various bromide. This simple, gentle and user-friendly method can offer a variety of stilbene products in excellent yields under solvent-free condition. And its scale-up reaction has excellent yield and this system can be applied to industrial fields. The utility of this method is highlighted by its universality and modular synthesis of a series of bioactive molecules or important medical intermediates.

Palladium anchored on guanidine-terminated magnetic dendrimer (G3-Gu-Pd): An efficient nano-sized catalyst for phosphorous-free Mizoroki-Heck and copper-free Sonogashira couplings in water

In this research, a novel type of Fe3O4&at;silica-supported dendrimer capped by guanidine groups for immobilization of palladium was reported. This novel nano-sized catalyst was characterized by FTIR, TGA, XRD, FESEM, EDX, VSM, XPS and HRTEM methods. Enhanced catalytic activity of the prepared catalyst in Mizoroki-Heck and copper-free Sonogashira coupling reactions were evaluated in water as a green solvent. The influence of the various reaction parameters such as catalyst dosage, time and temperature on two mentioned C–C coupling reactions were studied. Results showed that the catalyst could be easily recovered by simple separation by an external magnet and reused for five cycles of recovery without considerable losing of its activity.

Multidentate N-Heterocyclic Carbene Complexes of Nickel and Palladium: Structural Analysis and Catalytic Application in Mizoroki–Heck Coupling Reaction

Two series of electron-rich metal (Ni and Pd) complexes, namely a pyridine-coordinated tridentate NHC/amidate/phenoxy metal complex and a tetradentate complex bearing an extra pyridyl group, were synthesized. Two carbene moieties, imidazole-based and benzimidazole-based NHCs, were also incorporated into the ligand backbones. Seven of the new complexes were structurally characterized and comparative structural analysis revealed that the tetradentate complex with a flanking pyridyl side-arm was less distorted, leading to chelation-assisted stronger NHC coordination and hence a shorter metal–carbene bond. The catalytic activities of the two sets of palladium complexes for the Mizoroki–Heck coupling reaction were investigated. The comparative data showed that despite the higher thermal stability and the presence of the flanking hemilabile pyridyl side-arm which provided unsaturation to the metal center, the catalytic performance was slightly inferior to that of the tridentate palladium complex with a “throw-away” pyridine ligand. The tridentate palladium complex with the benzimidazole-based NHC moiety was the most effective catalyst, allowing the utilization of a range of aryl chlorides including deactivated substrates with a low 0.2 mol-% Pd loading in molten n-tetrabutylammonium bromide.

Promising new catalytic properties of a Co (II)-carboxamide complex and its derived Co3O4 nanoparticles for the Mizoroki-Heck and the Epoxidation reactions

The new Co(II) - carboxamide complex (1) and Co3O4 nanoparticles (2), by way of thermal decomposition of (1) have been efficiently synthesised in the environment-friendly. X-ray diffraction reveals a slightly distorted octahedral coordination of cobalt (four nitrogens and two oxygens) in (1) and regular octahedral or tetrahedral ones (oxygens only) in (2). The investigation of (1) and (2) in the Mizoroki-Heck and epoxidation of alkens reactions showed them both to be powerful, green and inexpensive catalysts.

Diarylethene synthesis method without transition metal catalysis

The invention discloses a diarylethene synthesis method without transition metal catalysis. The method comprises the following steps: a cinnamic acid derivative and aryl trifluoroborate are subjectedto a decarboxylation coupling reaction in a solvent under the action of an oxidizing agent, postprocessing is performed after the reaction, and diarylethene is obtained. K2S2O8 is adopted to promote acatalytic system in the synthetic method, and a free radical coupling reaction can be performed directly under the condition that no ligand, transition metal or alkali is added. The method has widersubstrate range and higher yield; the method is simple to operate, reaction conditions are mild, and large-scale application is facilitated.

Preparation method of palladium catalyzed 1,2-trans diaryl alkene

The invention discloses a preparation method of palladium catalyzed 1,2-trans diaryl alkene. The method comprises the following steps that under the effects of catalysts, cocatalysts and alkali, arylacrylic acid and aromatic esters p-toluene sulfonate take decarboxylation coupling reaction in an organic solvent; after the reaction is finished, the 1,2-trans diaryl alkene is obtained through posttreatment. The method has the advantages that through C-O bond fracture, the operation is simple; a stable palladium catalyst with low cost is used; the substrate applicability is high; the harsh reaction conditions and the addition of strong alkali are not needed; the trans 1,2-diaryl alkene can be generated at high selectivity.