56950-09-5Relevant academic research and scientific papers
Synthesis of alkynyltellurides mediated by K3PO4 and DMSO
Do Sacramento, Manoela,Menezes, Larissa,Goldani, Bruna,Perin, Gelson,Silva, Marcio S.,Barcellos, Thiago,Alves, Diego
supporting information, p. 11091 - 11098 (2019/07/31)
In the present work, a simple method for the synthesis of alkynyltellurides is described by the reactions of terminal alkynes with diorganyl ditellurides in the presence of a catalytic amount of K3PO4. In both substrates, it was possible to vary the aryl and alkyl groups, obtaining the products of interest in short reaction times and in yields ranging from 30 to 93%. This methodology, different from those already reported in the literature, has the advantage of using a catalytic amount of a weak base and no use of metallic catalysts.
New arylselanylpyrazole-copper catalysts: Highly efficient catalytic system for C–Se and C–S coupling reactions
Coelho, Felipe Lange,Dresch, Lucielle Codeim,Stieler, Rafael,Campo, Leandra Franciscato,Schneider, Paulo Henrique
, p. 19 - 26 (2019/01/04)
We describe herein the use of arylselanylpyrazole–copper complexes as versatile catalysts for C–Se and C–S coupling reactions. The performance of these complexes for C–Se reactions was investigated in chalcogenoacetylene synthesis. The reactions were carried out under mild and aerobic conditions and afforded selanylalkynes bearing a variety of electron-withdrawing and electron-donating groups. The performance of these catalysts for C–S coupling was investigated through the reaction of aryl halides with thiols and products were obtained in moderate to excellent yields. A plausible mechanism for selenoacetylene synthesis is also suggested, and the 77Se NMR results show that these arylselanylpyrazole ligands act as hemilabile ligands. High-resolution mass spectrometry was used to investigate the intermediates and also to corroborate the proposed catalytic cycle.
METHOD OF PREPARING CORE-SHELL COPPER NANOPARTICLES IMMOBILIZED ON ACTIVATED CARBON AND METHOD OF PREPARING CHALCOGENIDE COMPOUND USING NANOPARTICLES AS CATALYST
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Paragraph 0073, (2016/11/14)
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.
Copper nanoparticles catalyzed Se(Te)-Se(Te) bond activation: A straightforward route towards unsymmetrical organochalcogenides from boronic acids
Mohan, Balaji,Yoon, Chohye,Jang, Seongwan,Park, Kang Hyun
, p. 405 - 412 (2015/03/04)
A highly porous copper metal-organic framework, [Cu3(BTC)2] (BTC=benzene-1,3,5-tricarboxylate) was synthesized and used as a precursor for the synthesis of copper nanoparticles (NPs) and characterized by several techniques, including XRD, SEM, TEM, EDX and BET measurements. The as-synthesized copper nanoparticles were immobilized onto activated charcoal (AC) by means of ultrasonication at room temperature without any pretreatment. The Cu NPs/AC was employed as a heterogeneous catalyst for the cross-coupling of diphenyl diselenide and boronic acids to form diphenyl selenides through Se-Se bond activation under ligand-, base-, and additive-free conditions. The copper NPs/AC, which combines the architecture of MOFs and the high surface area of charcoal, could be an efficient heterogeneous catalytic system that is compatible with a variety of substituents on diphenyl selenides. Its promising catalytic activity relative to that of other homogeneous systems and low catalyst loading for the synthesis of unsymmetrical diaryl selenides is an important application in the area of nanocatalysis. The Cu NPs/AC catalyst, which exhibits excellent catalytic activity and remarkable tolerance to a wide variety of substituents, led to Se sp3-, sp2-, and sp-carbon bond formation by using DMSO as a solvent and atmospheric air as oxidant. This approach can also be extended to the preparation of unsymmetrical organotelluride derivatives. Three-in-one catalyst: Copper nanoparticles on activated charcoal show excellent catalytic activity towards the synthesis of unsymmetrical chalcogenides, starting from boronic acids, in air under ligand-, base-, and additive-free conditions, and resulting in selenium sp3-, sp2-, and sp-carbon bond formation.
Magnetite (Fe3O4) nanoparticles: An efficient and recoverable catalyst for the synthesis of alkynyl chalcogenides (selenides and tellurides) from terminal acetylenes and diorganyl dichalcogenides
Godoi, Marcelo,Liz, Daiane G.,Ricardo, Eduardo W.,Rocha, Manuela S.T.,Azeredo, Juliano B.,Braga, Antonio L.
, p. 3349 - 3354 (2014/05/06)
We present herein a new and efficient methodology for the synthesis of alkynyl chalcogenides from terminal acetylenes and diorganyl dichalcogenides, catalyzed by Fe3O4 nanoparticles. This new approach provided the desired products in good to excellent yields. Moreover, the catalyst was easily recoverable using an external magnet and reused for further experiments without loss of catalytic activity.
A General and highly efficient protocol for the synthesis of chalcogenoacetylenes by copper(I)-terpyridine catalyst
Movassagh, Barahman,Yousefi, Ali,Momeni, Badri Zaman,Heydari, Sepideh
, p. 1385 - 1390 (2014/06/23)
A highly efficient copper-catalyzed Csp-X (X = S, Se, Te) bond-forming reaction of terminal alkynes and diorganyl dichalcogenides has been developed. This transformation was realized through the use of copper(I) iodide as a catalyst, 4′-(4-meth
Cryptand-22 as an efficient ligand for the copper-catalyzed cross-coupling reaction of diorgano dichalcogenides with terminal alkynes leading to the synthesis of alkynyl chalcogenides
Mohammadi, Elmira,Movassagh, Barahman
, p. 1613 - 1615 (2014/03/21)
A general and efficient method for the cross-coupling reaction of diorgano dichalcogenides with terminal alkynes using copper iodide/cryptand-22 (CuI/C22) has been developed. This protocol gave alkynyl chalcogenides in moderate to excellent yields in the
Synthesis of 5-organotellanyl-1H-1,2,3-triazoles: Functionalization of the 5-position scaffold by the Sonogashira cross-coupling reaction
Stefani, Helio A.,Vasconcelos, Stanley N. S.,Manarin, Flavia,Leal, Daiana M.,Souza, Frederico B.,Madureira, Lucas Sousa,Zukerman-Schpector, Julio,Eberlin, Marcos N.,Godoi, Marla N.,De Souza Galaverna, Renan
supporting information, p. 3780 - 3785 (2013/07/19)
An efficient synthesis of 5-organotellanyl-1H-1,2,3-triazole compounds was accomplished through [3+2] cycloaddition reaction of organic azides and (organotellanyl)alkynes. Additionally, 5-organotellanyl-1H-1,2,3-triazoles were readily functionalized at th
A general and green procedure for the synthesis of organochalcogenides by CuFe2O4 nanoparticle catalysed coupling of organoboronic acids and dichalcogenides in PEG-400
Kundu, Debasish,Mukherjee, Nirmalya,Ranu, Brindaban C.
, p. 117 - 125 (2013/04/10)
A general and efficient procedure has been developed for the synthesis of organochalcogenides (selenides and tellurides) by a simple reaction of organoboronic acids and dichalcogenides catalysed by CuFe2O 4 nanoparticles in PEG-400 without any ligand. This protocol offers the scope for access to a wide spectrum of chalcogenides including diaryl, aryl-heteroaryl, aryl-styrenyl, aryl-alkenyl, aryl-allyl, aryl-alkyl and aryl-alkynyl versions. The catalyst is magnetically separable and recyclable eight times without any loss of appreciable catalytic activity. The products are obtained in high purities after evaporation of solvent followed by filtration column chromatography. The Royal Society of Chemistry.
An efficient and general procedure for the synthesis of alkynyl chalcogenides (selenides and tellurides) by alumina-supported Cu(II)-catalyzed reaction of alkynyl bromides and diphenyl dichalcogenides
Ahammed, Sabir,Bhadra, Sukalyan,Kundu, Debasish,Ranu, Brindaban C.,Sreedhar, Bojja
, p. 10542 - 10549,8 (2012/12/12)
Alumina (Al2O3) supported Cu(II) efficiently catalyzes the reaction of alkynyl bromides and diphenyl diselenides and ditellurides in presence of Zn dust or indium(I) bromide to provide the corresponding alkynyl selenides and tellurides. The reactions of a wide variety of substituted alkynyl bromides have been addressed. The zinc dust or InBr is required for the cleavage of diphenyl selenides/tellurides. The mechanism of the reaction is established. The yields of products are high and the catalyst is recycled.
