Immobilization of nickel ions onto the magnetic nanocomposite based on cross‐linked melamine groups: Effective heterogeneous catalyst for N‐Arylation of Arylboronic acids

Abstract

A new magnetic heterogeneous catalyst was synthesized by immobilization of nickel ions onto a cross‐linked polymeric nanocomposite composed of cyanuric chloride, ethylenediamine and functionalized magnetic nanoparticles. The resulting nitrogen rich support was capable of adsorbing large amounts of nickel ions (1.20 mmol g−1). The synthesized catalyst was characterized using AAS, TEM, FT‐IR, EDX, TGA, SEM, BET and XRD techniques. The performance of the prepared catalyst was investigated in the C‐N coupling of arylamines with aryl boronic acids. The reaction was carried out under a mild condition and good to moderate to good yields of products was obtained using only 5.0 mol% of the catalyst. The catalyst was easily recovered and reused for at least 7 times without any significant loss of its activity.

Recent advances in the application of nanocatalysts in C‐N coupling reactions

“…Preparation of MNP@PMelamine/Ni. Reprinted with permission from Pourjavadi et al [ 240 ] Copyright 2018 John Wiley and Sons…”

“…Reprinted with permission from Batmani et al [236] Copyright 2018 John Wiley and Sons F I G U R E 6 0 Preparation of MNP@PMelamine/Ni. Reprinted with permission from Pourjavadi et al [240] Copyright 2018 John Wiley and Sons Fe 3 O 4 @SiO 2 -EDTA-Ni (II) NPs catalyst (Scheme 107). Fe 3 O 4 @SiO 2 -EDTA was prepared by treating EDTA with thionyl chloride in DMSO and its direct anchoring onto Fe 3 O 4 @SiO 2 -TCT-NH 2 .…”

“…In 2018, Pourjavadi and colleagues [ 240 ] introduced immobilized nickel ions onto a cross‐linked polymeric nanocomposite (MNP@PMelamine/Ni) as a heterogeneous catalyst for the C‐N coupling reaction. The nitrogen‐rich support (MNP@PMelamine) was prepared via multiple cross‐linking of cyanuric chloride and ethylenediamine in the presence of amine‐functionalized magnetic NPs (MNP@APTS).…”

Immobilization of Au nanoparticles on poly(glycidyl methacrylate)‐functionalized magnetic nanoparticles for enhanced catalytic application in the reduction of nitroarenes and Suzuki reaction

“…[1][2][3][4] Aromatic amines are widely used in the manufacture of pharmaceuticals, photographic chemicals, agrochemicals, polymers, and dyes. [5][6][7] In addition, the amine group can be converted to diazonium salts and then be easily replaced by other groups (H, F, Cl, Br, I, OH, etc.). [2] There are numerous protocols for the reduction of aromatic nitro compounds in the literature.…”