Synthesis of novel benzimidazole salts and microwave-assisted catalytic activity of in situ generated Pd nanoparticles from a catalyst system consisting of benzimidazol salt, Pd(OAc)$_{{2}}$, and base in a Suzuki-Miyaura reaction

Abstract

Novel benzimidazolium salts having N-benzyl or N-(4-substitutedbenzyl) groups were synthesized and their microwave-promoted catalytic activity for the Suzuki-Miyaura cross-coupling reaction were determined using in situ formed palladium(0) nanoparticles (PdNPs) from a catalytic system consisting of Pd(OAc) 2 /K2CO 3 in DMF/H 2 O.PdNPs were characterized by X-ray diffraction (XRD) pattern and particle size of in situ generated PdNPs from the Pd(111) plane was determined to be of diameter 19.6 nm by the Debye-Scherrer equation. Moreover, the yield of the Suzuki-Miyaura reactions with aryl iodides and aryl bromides was found to be nearly quantitative. The synthesized benzimidazole salts (1-5) were identified by 1 H and 13 C NMR and IR spectroscopic methods, and micro analysis. The molecular structure of 5 was also determined by X-ray crystallography.

Synthesis and characterization of substituted benzimidazole Co(II), Fe(II), and Zn(II) complexes and structural characterization of dichlorobis\{1-[2-(1-piperidinyl)ethyl]-1H-benzimidazole-$_{K}$N$^{3}$\} zinc(II)$^{\dag}$

“…Magnetic measurements were made on a Sherwood Scientific apparatus at room temperature by Gouy's method using CuSO 4 .5H 2 O as calibrant and were corrected for dia-magnetism by applying Pascal's constant. The compounds 1-(3-phenylpropyl)benzimidazole (PPBI), 47 1-[2-(4-morpholinyl)ethyl]benzimidazole (MEBI), 48 1-[2-(1-piperidinyl)ethyl]benzimidazole (PEBI), 49 and 5-nitro-1-[2-piperidin-1-yl)ethyl]benzimidazole (PENBI) 50 were prepared according to the literature procedures. The benzimidazole ligand 5-nitro-1-(3-phenyl)propylbenzimidazole (PPNBI) was synthesized for the first time in this work similar to the literature method.…”

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

“…Figure presents XRD patterns of the synthesized graphene oxide and (1,4‐C 6 H 4 )(GO‐CPTMS@HPTPy‐Pd‐TPy) 2 . The diffraction peaks at the Bragg angles of 41.1°, 46.7°, and 68.2° correspond to the 111, 200, and 220 facets of elemental palladium …”

Highly efficient polymer‐stabilized palladium heterogeneous catalyst: Synthesis, characterization and application for Suzuki–Miyaura and Mizoroki–Heck coupling reactions

“…Figure presents the XRD pattern of MP‐TPy/Pd. The diffraction peaks at the Bragg angles of 40.10°, 46.66° and 68.14° correspond to the 111, 200 and 220 facets of elemental palladium in MP‐TPy/Pd . The XRD pattern also contains peaks at 2θ values 30.05°, 35.94°, 53.41°, 57.38° and 62.98° related to the (220), (311), (422), (511) and (440) that agree with the structure of Fe 3 O 4 NPs…”