Method of preparing core-shell copper nanoparticles immobilized on activated carbon and method of preparing chalcogenide compound using nanoparticles as catalyst

A method of preparing a chalcogenide compound the method comprising:

• adding Cu(NO)2.2.5H2O and HBTC to an organic solvent, followed by stirring to prepare a mixture;
• separating a solid product from the mixture, and drying the separated product in a vacuum to yield [Cu3(BTC)2];
• adding an aqueous solution of NaBH4 dropwise to an aqueous solution of the [Cu3(BTC)] in water to obtain reduced copper particles;
• adding the reduced copper particles to a mixture of ethyl alcohol and activated carbon, followed by sonication at room temperature and refluxing to obtain a solution of copper nanoparticles immobilized on the activated carbon;
• obtaining an immobilized copper nanoparticles by cooling the solution of the copper nanoparticles immobilized on the activated carbon, and purifying a product resulting from the cooling of the solution;
• and
• performing a cross-coupling reaction between diphenyl dichalcogenide and phenylboronic acid in the presence of the immobilized copper nanoparticles as a catalyst.

A method of preparing a chalcogenide compound, the method comprising:

• adding Cu(NO3)2.2.5H2O and H3BTC to an organic solvent, followed by stirring to prepare a mixture;
• separating a solid product from the mixture, and drying the separated product in a vacuum to yield [Cu3(BTC)2];
• adding an aqueous solution of NaBH4 dropwise to an aqueous solution of the [Cu3(BTC)2] in water to obtain reduced copper particles;
• adding the reduced copper particles to a mixture of ethyl alcohol and activated carbon, followed by sonication at room temperature and refluxing to obtain a solution of copper nanoparticles immobilized on the activated carbon;
• obtaining an immobilized copper nanoparticles by cooling the solution of the copper nanoparticles immobilized on the activated carbon, and purifying a product resulting from the cooling of the solution;
• and
• performing a cross-coupling reaction between dibenzyl dichalcogenide and phenylboronic acid in the presence of the immobilized copper nanoparticles as a catalyst.

A method of preparing a dichalcogenide compound the method comprising:

• adding Cu(NO3)2.2.5H2O and H1BTC to an organic solvent, followed by stirring to prepare a mixture;
• separating a solid product from the mixture, and drying the separated product in a vacuum to yield [Cu3(BTC)2];
• adding an aqueous solution of NaBH4 dropwise to an aqueous solution of the [Cu3(BTC)2] in water to obtain reduced copper particles;
• adding the reduced copper particles to a mixture of ethyl alcohol and activated carbon, followed by sonication at room temperature and refluxing to obtain a solution of copper nanoparticles immobilized on the activated carbon;
• obtaining an immobilized copper nanoparticles by cooling the solution of the copper nanoparticles immobilized on the activated carbon, and purifying product resulting from the cooling of the solution;
• and
• performing a cross-coupling reaction between diphenyl dichalcogenide and heterocyclic aromatic boronic acid in the presence of the immobilized copper nanoparticles as a catalyst.

A method of preparing a dichalcogenide compound the method comprising:

• adding Cu(NO3)2.2.5H2O and HBTC to an organic solvent, followed by stirring to prepare a mixture;
• separating a solid product from the mixture, and drying the separated product in a vacuum to yield [Cu3(BTC)2];
• adding an aqueous solution of NaBH4 dropwise to an aqueous solution of the [Cu3(BTC)2] in water to obtain reduced copper particles;
• adding the reduced copper particles to a mixture of ethyl alcohol and activated carbon, followed by sonication at room temperature and refluxing to obtain a solution of copper nanoparticles immobilized on the activated carbon;
• obtaining an immobilized copper nanoparticles by cooling the solution of the copper nanoparticles immobilized on the activated carbon, and purifying a product resulting from the cooling of the solution;
• and
• performing a cross-coupling reaction between dibenzyl dichalcogenide and heterocyclic aromatic boronic acid in the presence of the immobilized copper nanoparticles as a catalyst.

A method of preparing styryl phenyl selenide, the method comprising:

• adding Cu(NO3)2.2.5H2O and H3BTC to an organic solvent, followed by stirring to prepare a mixture;
• separating a solid product from the mixture, and drying the separated product in a vacuum to yield [Cu3(BTC)2];
• adding an aqueous solution of NaBH4 dropwise to an aqueous solution of the [Cu3(BTC)2] in water to obtain reduced copper particles;
• adding the reduced copper particles to a mixture of ethyl alcohol and activated carbon, followed by sonication at room temperature and refluxing to obtain a solution of copper nanoparticles immobilized on the activated carbon;
• obtaining an immobilized copper nanoparticles by cooling the solution of the copper nanoparticles immobilized on the activated carbon, and purifying a product resulting from the cooling of the solution;
• and
• performing a cross-coupling reaction between diphenyl dichalcogenide and trans-2-phenylvinylboronic acid in the presence of the immobilized copper nanoparticles as a catalyst.

A method of preparing phenyl(phenylethynyl)selane, the method comprising:

• adding Cu(NO3)2.2.5H2O and HBTC to an organic solvent, followed by stirring to prepare a mixture;
• separating a solid product from the mixture, and drying the separated product in a vacuum to yield [Cu3(BTC)2];
• adding an aqueous solution of NaBH4 dropwise to an aqueous solution of the [Cu3(BTC)2] in water to obtain reduced copper particles;
• adding the reduced copper particles to a mixture of ethyl alcohol and activated carbon, followed by sonication at room temperature and refluxing to obtain a solution of copper nanoparticles immobilized on the activated carbon;
• obtaining an immobilized copper nanoparticles by cooling the solution of the copper nanoparticles immobilized on the activated carbon, and purifying a product resulting from the cooling of the solution;
• and
• performing a cross-coupling reaction between diphenyl dichalcogenide and 2-phenyl-1-ethynylboronic acid pinacol ester in the presence of the immobilized copper nanoparticles as a catalyst.