Immobilization of Ni(<scp>ii</scp>) complex on the surface of mesoporous modified-KIT-6 as a new, reusable and highly efficient nanocatalyst for the synthesis of tetrazole and pyranopyrazole derivatives

Self Cite

In this work, KIT‐6 mesoporous silica material was used to create heterogeneous catalyst due to its excellent surface area, substantial pore volume, and highly functionalized surface. A copper(II) Schiff‐base complex was fabricated on the surface of KIT‐6. For this purpose, (3‐iodopropyl)trimethoxysilane (IPTMS) was synthesized as a linker from (3‐choloropropyl)trimethoxysilane through a simple SN2 reaction using NaI. On the other hand, ligand (a) was synthesized from condensation of diethylenetriamine (DETA) and salicylaldehyde (SA), which was identified by IR and 1H‐NMR techniques. In order to, prepare Sal(PMeOSi)DETA (b), ligand (a) was reacted with IPTMS. One of the challenges of this synthesis was to prove the linkage between the ligand (a) and the IPTMS, which was proved by 1H‐NMR technique. In the next step, the Schiff base complex of copper(Cu(II)[Sal(PMeOSi)DETA]) (c) was synthesized using a complexation reaction of Cu(NO3)2.3 H2O and b. Finally, the obtained copper complex was fixed on KIT‐6, {Cu(II)[Sal(PMeOSi)DETA]} as the new reusable and practical catalyst. This catalyst has been identified using IR, BET, EDS, XRD, SEM, and TGA methods and employed in the synthesis of different tetrazoles for the first time. All tetrazoles were prepared with high yields, and good TOF and TON values, indicating excellent catalytic performance. This catalyst shows excellent homoselectivity in the synthesis of five‐substituted 1H‐tetrazoles. Also, it can be recovered and reused several times without a significant decrease in its catalytic activity or copper leaching.

Section: Resultsmentioning

confidence: 89%

Section: Resultsmentioning

confidence: 96%

The new Schiff‐base complex of copper(II) grafted on mesoporous KIT‐6 as an effective nanostructure catalyst for the homoselective synthesis of various tetrazoles

Akbari,

Nikoorazm,

Tahmasbi

et al. 2023

Self Cite

“…Eventually, the band in area 557 cm −1 in Figure 3e could be ascribed to the O–Ni vibration mode. The appearance of the specific bands in Figure 3a–e shows the successful immobilization of the organic portions and nickel on the surface of Fe 3 O 4 nanoparticles and MOFs 44,45 …”

Section: Resultsmentioning

confidence: 93%

“…The appearance of the specific bands in Figure 3a-e shows the successful immobilization of the organic portions and nickel on the surface of Fe 3 O 4 nanoparticles and MOFs. 44,45…”

Section: Catalyst Characterizationmentioning

confidence: 99%

Novel core–shell magnetic nanoparticles@Zeolitic imidazolate with glycerol‐nickel for the synthesis of dihydropyrimidinones

Poursattar Marjani,

Asadzadeh,

Danandeh Asl

2023

The present study reported a novel and eco‐friendly synthesis of Fe3O4@ZIF‐8@Glycerol‐Ni nanocatalyst via a multistep process. The as‐prepared catalyst was used due to its high efficiency, low cost, and biocompatibility for the fabrication of dihydropyrimidinones by Biginelli multicomponent reactions of aryl aldehyde, ethyl acetoacetate, and urea under ambient status. X‐ray diffraction (XRD), Fourier transform infrared spectroscopy (FT‐IR), Brunauer‐Emmet‐Teller (BET), vibrating sample magnetometry (VSM), scanning electron microscopy and energy dispersive X‐ray (SEM‐EDS), inductively coupled plasma (ICP), elemental mapping analysis (EMA), thermogravimetric analysis (TGA), Raman, and transmission electron microscopy (TEM) techniques were successfully utilized to evaluate the nanocatalyst. The advent of the peaks confirmed the presence of nickel on the catalyst's surface due to the oxygen and nickel, and the nanoparticle size is 10–15 nm. Eventually, nano‐heterogeneous catalyst exhibits high performance as well as good selectivity in the synthesis of dihydropyrimidinones. Also, it can be recycled up to multiple fresh runs with no significant loss of catalytic efficiency.

“…Multicomponent reactions can be regarded as powerful methods for the fast synthesis of heterocyclic organic compounds, which include various potentials such as intrinsic convergence, reduction in time, atom economy, cost and energy efficiency, environmental benefits, convergence, and operational simplicity 17 …”

Section: Introductionmentioning

confidence: 99%

Nickel‐asparagine complex fixed on a magnetic substrate as a precursor for preparing substituted acridines

Abbaszadehghan,

Poursattar Marjani,

Bibak

et al. 2023

In this work, an efficient, novel, retrievable, and magnetic heterogeneous nanocatalyst, Fe3O4@CPTMS@Asp@Ni was successfully fabricated using Fe3O4 nanoparticles as the core that were coated with surfactant and 3‐chloropropyltrimethoxysilan and deposited asparagine and nickel metal that can be used in multicomponent reactions for the synthesis of acridines derivatives with high yield in short reaction times. The virtue of obtained nanocatalyst was identified using transmission electron microscopy, scanning electron microscopy, Fourier transform infrared spectroscopy, X‐ray diffraction analysis, energy dispersive X‐ray, Brunauer–Emmett–Teller, vibrating sample magnetometry, Raman, and thermogravimetric analysis. The X‐ray diffraction analysis studies demonstrate that the average crystallite sizes of the prepared nanocatalyst are estimated to be about 45.4 nm. Also, the vibrating sample magnetometry measurement shows saturation magnetization values (Ms) of 7 emu/g for Fe3O4@CPTMS@Asp@Ni nanocatalyst. Also, after the synthesis steps, the application of the prepared nanocatalyst in the preparation of acridine‐1,8(2H,5H)‐diones has been investigated. Then to evaluate and assess the efficiency of the nanocatalyst as mentioned above, and its effect on the synthesis of divergent acridines via a one‐pot, three‐component condensation reaction of cyclic 1,3‐dione, aryl glyoxal, with ammonium acetate in the water as green solvent was studied. Also, when investigating the reusability of this catalyst, it was observed that Fe3O4@CPTMS@Asp@Ni nanocatalyst could be reused at least five times without losing its efficiency. High efficiency, outstanding yields in quick intervals, easy separation using a magnetic field, and possessing reusability are significant benefits of the attained nanocatalyst.