94800-52-9

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 1666-13-3 diphenyl diselenide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 23974-72-3 sodium phenylselenide 
• 3058-39-7 4-iodobenzonitrile 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 
• 126747-14-6 4-cyanophenylboronic acid 
• 873-74-5 4-Aminobenzonitrile 
• 645-96-5 Benzeneselenol 

Downstream Products

• 1666-13-3 diphenyl diselenide 
• 84019-98-7 1,2-bis(4-cyanophenyl) diselenide 
• 107037-19-4 3-cyanophenyl-phenyl-selenide 
• 107037-20-7 2-(phenylselanyl)benzonitrile 
• 118828-96-9 1,2-di-meta-cyanophenyl diselenide 
• 118828-95-8 2,2'-dicyanodiphenyl diselenide 

Relevant academic research and scientific papers

Electrochemical Synthesis by the SRN1 Mechanism of 4-Phenylselenobenzonitrile and 4-Phenyltellurobenzonitrile

4-Phenylseleno- and 4-phenyltelluro-benzonitrile are prepared in 57 and 42percent respectively, by electrochemically induced aromatic nucleophilic substitution in acetonitrile with sonification.

Metal-free C-Se cross-coupling enabled by photoinduced inter-molecular charge transfer

Metal-free C-Se cross-couplingsviathe formation of electron-donor-acceptor (EDA) complexes have been developed. The visible-light induced reactions can be applied for the synthesis of a series of unsymmetrical diaryl selenides employing aryl bromides, aryl iodides as well as aryl chlorides under mild reaction conditions. The scale-up was readily achieved. UV-Vis spectroscopy measurements provide insight into the reaction mechanism.

Nickel-Catalyzed Intramolecular Decarbonylative Coupling of Aryl Selenol Esters

This report describes a method for Ni-catalyzed intramolecular decarbonylative coupling, which enables the conversion of areneselenol esters to diaryl selenides. The inexpensive and readily available catalyst can be employed under mild reaction conditions for the construction of structurally diverse diaryl selenides, including heterocyclic and natural product derivatives. (Figure presented.).

Trichloroisocyanuric Acid-Promoted Synthesis of Arylselenides and Aryltellurides from Diorganyl Dichalcogenides and Arylboronic Acids at Ambient Temperature

A transition-metal-free method for the synthesis of arylselenides and aryltellurides has been established based on the oxidative cross-coupling between diorganyl dichalcogenides and aryl boronic acids. With trichloroisocyanuric acid as an oxidant, the reaction proceeded smoothly to afford the desired products in 45–97% yields at ambient temperature. Three reaction reagents used in this method are stoichiometric and the oxidation by-product isocyanuric acid can be easily isolated and recovered. Besides of arylboronic acids, aryl trifluoroborates and aryl trihydroxyborates salts are also able to perform this transformation. (Figure presented.).

Electrochemical Thiolation and Borylation of Arylazo Sulfones with Thiols and B2pin2

An efficient electrochemical synthesis approach of various unsymmetrical thioethers and arylboronates has been developed. Bench stable arylazo sulfones were used as radical precursors for carbon-heteroatom bond formation under electrochemical conditions. Moreover, the scalability of this approach was evaluated by performing the electrochemical thiolation and borylation of arylazo sulfones with thiols and B2pin2 on a gram scale. This protocol not only avoided the use of stoichiometric oxidants, metal catalysts, activating agents and even added bases, but also exhibited favorable functional group tolerance. (Figure presented.).

Photocatalyst-free photoredox synthesis of diaryl selenides by reaction of diselenides with aryldiazo sulfones

A photcatalyst-free photoredox synthesis of diaryl selenides has been developed by coupling reaction of diselenides with aryldiazo sulfones. The reaction was accelerated under visible light irradiation without using a photocatalyst or photosensitizer. This approach facilitates the synthesis of diaryl selendes with a wide range of functional group tolerance.

Method for preparing asymmetric organic selenium ether compounds through metal-free chemical oxidation method (by machine translation)

The method is mild in reaction condition, convenient to operate, high in 1 reaction condition, convenient 2 to operate, high in safety, wide in substrate range, high 2 - 8h in yield, particularly suitable for reaction of various poor 3 electric and sterically hindered arylboronic acid and diselenoxy ether, and capable of finishing most of the reaction 4h. (by machine translation)

Selenolation of Aryl Iodides and Bromides Enabled by a Bench-Stable PdI Dimer

The use of an air- and moisture-stable dinuclear PdI complex as an efficient catalyst for the formation of C(sp2)?SeR bonds is here reported. The privileged reactivity of the PdI dimer allows for the direct use of selenolates as nucleophiles in the cross-coupling. Although previous methodologies suffer from catalyst poisoning through the formation of Pd-ate complexes, the mechanistically distinct dinuclear PdI catalyst circumvents this challenge. A wide variety of aryl bromides and iodides were efficiently coupled under relatively mild reaction conditions with broad functional group tolerance. Mechanistic and computational data are presented in support of direct PdI reactivity.

Iron(0) nanoparticles mediated direct conversion of aryl/heteroaryl amines to chalcogenides via in situ diazotization

A simple procedure for the synthesis of organo-chalcogenides has been developed by the reaction of aryl/heteroaryl amines with di-aryl/heteroaryl dichalcogenides in the presence of tBuONO and Fe(0) nanoparticles. The reaction proceeds via in situ diazotization followed by chalcogenation. A series of functionalized diaryl/aryl heteroaryl/diheteroaryl/aryl-alkyl selenides, sulfides and tellurides have been obtained by this procedure. Significantly, using this procedure 2,4-dinitroaniline is converted to (2,4-dinitrophenyl)(phenyl)selane which is known as thioredoxin reductase (TR) and glutathione reductase (GR) inhibitor. The reaction goes by a radical pathway and a plausible mechanism has been suggested.

METHOD OF PREPARING CORE-SHELL COPPER NANOPARTICLES IMMOBILIZED ON ACTIVATED CARBON AND METHOD OF PREPARING CHALCOGENIDE COMPOUND USING NANOPARTICLES AS CATALYST

Disclosed herein is a method of preparing a Cu/Cu2O core-shell copper nanoparticle catalyst having high catalytic activity from [Cu3(BTC)2] and NaBH4 via a simple chemical reduction method. Also disclosed is a method of preparing a chalcogenide compound by using the nanoparticle catalyst as a heterogeneous catalyst in a cross-coupling reaction between a chalcogenide precursor compound and a boron-containing compound. The disclosed cross-coupling reaction is performed via a simple process, and the disclosed nanoparticle catalyst is compatible with various substrates under mild reaction conditions and exhibits excellent recyclability without a reduction in catalytic activity.