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Usage

Uses

Used in Organic Synthesis:
2-(4-Bromophenyl)-1,1-diphenylethylene serves as a key intermediate in the synthesis of various organic compounds. Its unique structure, including the bromine atom and the phenyl groups, allows for versatile chemical reactions, making it a valuable component in the creation of new molecules with specific properties.
Used in Materials Science:
In the field of materials science, 2-(4-Bromophenyl)-1,1-diphenylethylene is studied for its potential applications in developing new materials with improved characteristics. Its structural features may contribute to the design of materials with enhanced properties such as stability, conductivity, or specific interactions with other molecules.
Used in Pharmaceutical Research:
2-(4-Bromophenyl)-1,1-diphenylethylene is also being explored for its potential in pharmaceutical research. Its chemical structure may offer opportunities for the development of new drugs or drug candidates, particularly in the context of targeted therapies or as components of drug delivery systems. The presence of the bromine atom and the phenyl groups could be leveraged to create molecules with specific binding affinities or therapeutic effects.

InChI:InChI=1/C20H15Br/c21-19-13-11-16(12-14-19)15-20(17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-15H

Upstream product

• 119-61-9 benzophenone 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 27329-60-8 diethyl (diphenylmethyl)phosphonate 
• 1122-91-4 4-bromo-benzaldehyde 
• 136350-66-8 1-bromo-4-(2,2-dibromovinyl)benzene 
• 98-80-6 phenylboronic acid 
• 530-48-3 1,1-Diphenylethylene 
• 56075-37-7 1-(methylsulfonyl)-2-(4-bromophenyl)diazene 
• 1586-73-8 tris(trimethylsilyl)amine 
• 106-38-7 para-bromotoluene 
• 79908-21-7 triphenylphosphaethene 
• 17507-57-2 (diphenylphosphinyl)phenyldiazomethane 
• 588-68-1 1,2-di(benzylidene)hydrazine 
• 873-75-6 4-bromobenzenemethanol 

Downstream Products

• 14293-57-3 1-(4-cyanophenyl)-2,2-diphenylethene 
• 930766-01-1 9-(4-(2,2-diphenylvinyl)phenyl)-3-(thiophen-2-yl)-carbazole 
• 125643-81-4 2-biphenyl-4-yl-1,1-diphenyl-ethene 
• 288105-04-4 1,1-diphenyl-2-(4-dihydroxyboronphenyl)-ethene 
• 519171-68-7 9,10-bis[4-(2,2-diphenylethenyl)phenyl]-2,6-di(2-ethylhexyloxy)anthracene 
• 519171-70-1 9,10-bis[4-(2,2-diphenylethenyl)phenyl]-2,7-di-t-butylanthracene 
• 519171-69-8 9,10-bis[4-(2,2-diphenylethenyl)phenyl]-2,6-di-t-butylanthracene 
• 1213241-17-8 2-(2-phenyl-2-propyl)-9,10-bis(4-(2,2-diphenylvinyl)phenyl)-9,10-dihydro-9,10-dihydroxyanthracene 
• 855004-55-6 2-(2-biphenylyl)-9,10-bis(4-(2,2-diphenylvinyl)phenyl)-9,10-dihydroxy-9,10-dihydroanthracene 
• 1203681-10-0 C₄₀H₃₅NO₄S₂ 
• 1203681-07-5 C₅₀H₄₉NO₄S₃ 
• 1203681-04-2 5-bromo-7-(4-(2,2-diphenylvinyl)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin 
• 1203681-05-3 5-(3',4-dihexyl-2,2'-bithiophene-5-yl)-7-(4-(2,2-diphenylvinyl)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin 
• 1203681-06-4 5'-(7-(4-(2,2-diphenylvinyl)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-3,4'-dihexyl-2,2'-bithiophene-5-carbaldehyde 

Relevant academic research and scientific papers

Highly emissive phenylene-expanded [5]radialene

A pentagonal macrocycle (MC5-PER) with radialene topology was facilely synthesized through a selective one-pot Suzuki-Miyaura cross-coupling reaction. The resulting product is endowed with a pentagonal architecture as revealed by its single crystal structure, which affords the smallest ring strain and the best conjugation. As tetraphenylethene subunits are embedded, MC5-PER is highly emissive in the solid state due to the aggregation-induced emission effect. Because of the flexible structure and preferable fibre-like self-assembly, the aggregate of MC5-PER displays interesting polymorphism-dependent emission and acts as a sensitive fluorescence sensor for explosives detection.

Indoline dyes with benzothiazole unit for dye-sensitized solar cells

We report a new series of indoline dyes with a donoraromatic-acceptor (D-π-A) structure. D-π-A metal-free organic dyes with indoline-benzothiazole-rhodanine units were synthesized and their photovoltaic performances were evaluated. The photoelectric conversion efficiency (η) of the indoline-benzothiazole-rhodanine dye is 3.7%, while that of the indolinethiophene-rhodanine dye is 0.9% under the same conditions. The incident photon-to-current conversion efficiencies (IPCEs) of these dyes are 60% and 25%, respectively, at 500 nm. To understand their electronic structures, the geometries of the dyes were optimized by density functional theory (DFT) calculations at the 6-31G(d) level using a B3LYP exchange-correlation functional. As a result, the localized highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of the indoline?benzothiazole?rhodanine dye were obtained and were compared with those of the indoline-thiophene-rhodanine dye.

Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes

This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis

Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones

The reaction of diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones. The latter are unstable under heating and fragment into the corresponding 1,1-diarylalk-1-enes and arylphosphine dioxides under reaction conditions. The arylphosphine dioxides become arylphosphonic acids during workup. The periselectivity in the annulation shows that the reaction of diaryl(aryl)phosphenes with most aldehydes and ketones favors phosphene phenyl participation in (4 + 2) annulation(2 + 2) annulation. This journal is

Effects of incorporating regioisomers and flexible rotors to direct aggregation induced emission to achieve stimuli-responsive luminogens, security inks and chemical warfare agent sensors

Efficient transformation of ACQ materials to AIE luminogens using simple design principles of positional isomerization and C-C bond exclusion is presented here. Consequently, the bond link, position and packing influence the photophysical properties that can be utilized in erasable secret inks, pressure sensors and chemical warfare sensors.

Triarylalkenes from the site-selective reductive cross-coupling of benzophenones and aldehydes

PhP(Li)TMS converts benzophenones to phosphaalkenes which upon activation under oxidizing, basic conditions react with aromatic aldehydes under the formation of triarylalkenes. The one-pot reaction omits transition metals, proceeds at room temperature and precludes the formation of any homo-coupling products. Systematic substrate variations reveal reactivity patterns that are useful for the identification of ketone/aldehyde combinations that can be coupled in yields up to 80%.

Catalytic Amide-Base System of TMAF and N(TMS)3 for Deprotonative Coupling of Benzylic C(sp3)-H Bonds with Carbonyls

This paper describes that an amide-base generated in situ from tetramethylammonium fluoride (TMAF) and N(TMS)3 catalyzes the deprotonative coupling of benzylic C(sp3)-H bonds with carbonyls to form stilbenes. A variety of methylheteroarenes (2-methylbenzothiophene, 2-methylbenzofuran, and 2-, 3-, or 4-methylpyridines) are used as nucleophiles. Application to enamine synthesis using DMF as an electrophile is also shown. The present system is effective for toluenes (4-phenyl-, 4-bromo-, 2-bromo-, and 4-chlorotoluenes) having low reactivity.

Sunlight-Driven Synthesis of Triarylethylenes (TAEs) via Metal-Free Mizoroki–Heck-Type Coupling

A protocol for the preparation of substituted triarylethylenes (TAEs) was developed by using arylazo sulfones as substrates in the presence of 1,1-diarylethylenes. The process took place efficiently in the absence of any (photo)catalyst upon exposure of the reaction mixture to (simulated) sunlight.

Electrochemical Aziridination by Alkene Activation Using a Sulfamate as the Nitrogen Source

The first direct aziridination of triaryl-substituted alkenes was achieved by means of an electrochemical process that could extend to multisubstituted styrenes. Specifically, hexafluoroisopropanol sulfamate was used as a nucleophilic nitrogen source. Mechanistic experiments suggest that this electrochemical process proceeds by stepwise formation of two C?N bonds through reactions between cationic carbon species and the sulfamate.

Mechanochemical borylation of aryldiazonium salts; merging light and ball milling

Merging of photo- and mechanochemical activation permitted studying the role of eosin Y in the borylation of aryldiazonium salts in a ball mill. Simultaneous neat grinding/irradiation of the reactants and the photocatalyst led to the formation of boronates in a molten state. On the other hand, the catalyst-free liquid-assisted grinding/irradiation reaction also led to product formation, featuring a direct photolysis pathway facilitated by substrate–solvent charge-transfer complex formation.