A highly efficient and reusable MCM-41-immobilized bipyridine copper(i) catalyst for the C–Se coupling of organoboronic acids with diaryl diselenides

Abstract

A heterogeneous copper-catalyzed cross-coupling reaction of diaryl diselenides with organoboronic acids for the synthesis of diorganyl selenides has been described.

Copper-Catalyzed Synthesis of Unsymmetrical Diorganyl Chalcogenides (Te/Se/S) from Boronic Acids under Solvent-Free Conditions

“…On the basis of these results and in accordance with previous reports [ 66 , 67 ], a plausible reaction pathway is illustrated in Scheme 6 . In this pathway the catalyst cycle begins with the generation of species A through the reaction between CuI and boronic acid [ 66 ].…”

“…Subsequently, this specie reacts with diorganyl dichalcogenide to afford the desired product and the intermediate B . The specie B is then oxidized to give the Cu(II) intermediate C [ 66 , 67 ]. In the next step, another equiv.…”

Silica‐supported Cu(II)–quinoline complex: Efficient and recyclable nanocatalyst for one‐pot synthesis of benzimidazolquinoline derivatives and 2H‐indazoles

“…These Cu(II)‐based catalysts are readily available, of low cost, stable in air and can be easily handled in comparison to other transition metal catalysts . Frequently, copper complexes with suitable and stable ligands including bipyridine, dabco, triazole dendrimer, triazine‐based polyethyleneamine dendrimer and amidoxime have been supported on various solid supports to efficiently perform organic reactions. Schiff base catalysts supported on various solid supports have also been applied for a range of organic reactions.…”

A novel heterogeneous nanocatalyst: 2‐Methoxy‐1‐phenylethanone functionalized MCM‐41 supported Cu(II) complex for C‐S coupling of aryl halides with thiourea

“…Up to the present time, some functionalized MCM‐41‐immobilized copper complexes have been synthesized and successfully used in different organic reactions . It was demonstrated that the stability and activity of copper‐based nanocatalysts is meaningfully enhanced after their formation on MCM‐41.…”