33834-56-9

Usage

Uses

Used in Synthetic Chemistry:
Bis(4-bromophenyl) selenide is used as a synthetic intermediate for the preparation of diaryl chalcogenides and dichalcogenides. Its application is particularly relevant in the field of organic synthesis, where it serves as a key building block for the creation of complex molecular structures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, bis(4-bromophenyl) selenide is utilized as a precursor for the development of novel therapeutic agents. Its unique chemical properties allow for the design and synthesis of new drugs with potential applications in various medical fields.
Used in Material Science:
Bis(4-bromophenyl) selenide is also employed in the field of material science, where it contributes to the development of new materials with specific properties. Its role in the synthesis of advanced materials can be attributed to its ability to form stable and functional molecular structures.

Upstream product

• 1132-39-4 diphenylselenide 
• 4190-46-9 diphenylselenium dibromide 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 56-23-5 tetrachloromethane 
• 60583-45-1 dibromo-bis-(4-bromo-phenyl)-λ⁴-selane 
• 589-87-7 1,4-bromoiodobenzene 
• 33834-55-8 di(p-bromophenyl) selenoxide 
• 71-43-2 benzene 
• 5467-74-3 4-Bromophenylboronic acid 
• 589-21-9 (4-bromophenyl)hydrazine 
• 10504-58-2 di(p-bromophenyl) selenone 
• 17333-82-3 4-bromo-benzenediazonium ion 

Downstream Products

• 60583-45-1 dibromo-bis-(4-bromo-phenyl)-λ⁴-selane 
• 10504-58-2 di(p-bromophenyl) selenone 

Relevant academic research and scientific papers

Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity

An attractive strategy for C-Se bond formation by Ullmann-type copper(I)-promoted cross-coupling is developed. A wide range of aryliodides reacts with various disubstituted 2-selenohydantoins under mild conditions and provides Se-arylated imidazolines in moderate to high yields. Computational mechanistic studies show the oxidative addition/intramolecular reductive elimination likely to be the lowest-energy pathway. Cytotoxic activity of all 43 reaction products has been tested in vitro against MCF7 and A549 cancer cell lines with VA13 and MCF10a control cells.

Selenium dioxide promoted dinitrogen extrusion/direct selenation of arylhydrazines and anilines

A novel, efficient, economical strategy for the coupling and direct selenation of arylhydrazines to selenides using SeO2 has been developed. Our method employs SeO2 as the selenium source with hydrazines as coupling reactants to generate selenides via dinitrogen extrusion. This reagent also helped to generate ArSe substitued aniline derivatives via C–H functionalization reaction in good yields. The application of this method in gram scale was also carried out.

The Chan-Lam reaction of chalcogen elements leading to aryl chalcogenides

A copper-catalyzed chalcogenation of arylboronic acids with elemental sulfur or selenium is established, which provides diaryl disulfides or diaryl monoselenides in moderate to good yields with excellent selectivities, respectively. Moreover, after sequential reduction and coupling with aryl/alkyl iodides in one pot, unsymmetrical monosulfides were obtained in good yields.

Copper-catalyzed chalcogenation of aryl iodides via reduction of chalcogen elements by aluminum or magnesium

Aluminum-induced copper-catalyzed coupling of aryl iodides with selenium or sulfur element could afford the corresponding diaryl selenides or sulfides in good yields. When magnesium chloride as an additive was employed, diaryl monoselenides and monosulfides were selectively obtained. On the contrary, the use of sodium carbonate produced diaryl diselenides and disulfides. The preparation of diaryl diselenides was necessary for magnesium as a reductant. Regrettably, tellurium was very low reactivity.

Deoxygenation of sulfoxides, selenoxides, telluroxides, sulfones, selenones and tellurones with Mg-MeOH

The deoxygenation of a variety of sulfoxides, selenoxides, telluroxides, sulfones, selenones and tellurones has been reported with Mg-MeOH at room temperature in nearly quantitative yields. The deoxygenation is proposed to proceed by SET from Mg to the substrate.

Mono- or dichalcogenation of aryl iodide with sulfur or selenium by copper catalyst and aluminum

The copper-catalyzed mono- or dichalcogenation of aryl halide with sulfur or selenium can be carried out with the addition of aluminum. This method takes advantage of two properties of both the insertion of copper into the chalcogen-chalcogen bond and the reductive ability of aluminum. Furthermore, the addition of MgCl2 or Na2CO3 enables the selective synthesis of diaryl monochalcogenides or disulfides. Georg Thieme Verlag Stuttgart.

A convenient method for the preparation of diaryl tellurides and diaryl selenides

Sodium hydrogen telluride or selenide reacts rapidly with aryldiazonium fluoborates to give the corresponding symmetric diaryl tellurides or selenides.