The synthesis of functionalized magnetic graphene oxide with 5-amino-1,10-phenanthroline and investigation of its dual application in C-N coupling reactions and adsorption of heavy metal ions

Magnetic graphene oxide (MGO) was functionalized with 5-amino-1,10-phenanthroline (APhen) in the presence of N,N' -dicyclohexylcarbodiimide (DCC). MGO@APhen was characterized by FT-IR, CHN, FE-SEM, EDS, element mapping images, TEM, XRD, TGA, and VSM. MGO@APhen was used in C-N coupling reaction of amides and N -heterocycles with various aryl halides. The results showed that MGO@APhen in the presence of CuI acts as an efficient heterogeneous catalyst leading to satisfactory yield of N -arylated products. Due to the magnetization properties of MGO@APhen, it was easily separated by a supermagnet and successfully reused in the next cycle of coupling reactions. In addition, MGO@APhen demonstrated excellent performance in adsorption of Pb(II) and Ag(I) ions. Adsorption kinetics fitted well with pseudo second-order model and the adsorption isotherm follows Langmuir model, and the adsorption process was exothermic and spontaneous. Finally, the magnetically separated adsorbent was desorbed and successfully used in the adsorption of heavy metal ions in the subsequent cycles. (c) 2022 Elsevier B.V. All rights reserved.

Automated summary

Magnetic graphene oxide (MGO) was functionalized with 5-amino-1,10-phenanthroline (APhen) to obtain MGO@APhen. The results showed that MGO@APhen acts as an efficient heterogeneous catalyst in the C-N coupling reaction of aryl halides with amides and N-heterocycles in the presence of CuI. Additionally, MGO@APhen demonstrated excellent performance in the adsorption of heavy metal ions.