Copper(I)–creatine complex on magnetic nanoparticles as a green catalyst for N‐ and O‐arylation in deep eutectic solvent

Abstract

Immobilization of copper(I) ions on magnetic nanoparticles was performed using surface modification of Fe3O4 with creatine. Fe3O4@creatine‐Cu(I) magnetic catalyst was synthesized and applied in C&bond;X cross‐coupling reactions with aryl halides in a deep eutectic as a green solvent. The results indicate the Fe3O4@creatine‐Cu(I) magnetic nanoparticles showed excellent activity and high stability. In addition, it was revealed that this catalyst can be recycled five times without significant loss in catalytic activity.

Ligand‐Free Copper‐Catalyzed Ullmann‐Type C−O Bond Formation in Non‐Innocent Deep Eutectic Solvents under Aerobic Conditions

“…This result is consistent with a positive, stabilizing effect exerted by both the DES components (ChCl and Gly) on the copper salt, eventually leading to an improved catalytic performance for C−O coupling reaction (Scheme 2 ). It is worth noting that ligandless C−O bond formation reactions in DESs, aimed at synthesizing α‐acyloxy carbonyl compounds and diaryl ethers, have also been found to take place via oxidative‐coupling pathways [18a] and by exploiting a Fe 3 O 4 @creatine Cu I magnetic catalyst, [18b] respectively.…”

Environmentally-friendly synthesis of copper(I)-Tricine complex intercalated layered double hydroxide coated magnetite nanocomposites and its application in oxidative esterification by using ultrasonic irradiation

“…After that, the mixture stirred at 25°C for 24 h. Finally, the Fe 3 O 4 @LDH@Tricine-Cu(I) nanocomposites were separated by an external magnet then the nal product was dried in an oven at 65°C for 24 h (Fig. 1) [21,24]. The mass of the isolated catalyst was 1 g.…”

Deep eutectic solvents: cutting-edge applications in cross-coupling reactions

“…heterogeneous catalyst for Nand O-arylation in the presence of K 2 CO 3 :gly (4:1). 165 Both, the aliphatic and aromatic amines as well as phenols were directly coupled with aryl halides, and the desired products ensued in moderate to good yields using 0.04 grams of the catalyst, but 24-hours reaction time could be considered as a drawback for this catalytic system. Besides, the homogenous CuI-catalyzed N-arylation of aryl halides (Br, I) with aromatic and aliphatic amines was accomplished in ChCl:gly…”