Design of BNPs-TAPC Palladium Complex as a Reusable Heterogeneous Nanocatalyst for the O-Arylation of Phenols and N-Arylation of Amines

In this work, a green approach is reported for efficient synthesis of biologically active tetrazole and pyranopyrazole derivatives in the presence of Cu-Cytosine@MCM-41 and Ni-Cytosine@MCM-41 (copper (II) and nickel (II) catalyst on the modified MCM-41 using cytosine). The synthesis of tetrazoles and pyranopyrazoles in the presence of these catalysts was performed in green solvents such as water or poly (ethylene glycol) (PEG). All products were obtained in high TOF (turnover frequency) numbers in the presence of these catalysts, which indicate the high efficiency of these catalysts in the synthesis of tetrazole and pyranopyrazole derivatives. The prepared catalysts were characterized by various techniques such as BET, TGA, XRD, FT-IR, SEM, EDS, WDX, TEM, and AAS. Mesoporous structure of these catalysts was confirmed by nitrogen adsorptiondesorption isotherms. These catalysts can be recovered and reused for several runs without significant change in their catalytic activity or metal capacity. The recovered catalysts have been characterized by XRD, SEM, EDS, WDX, FT-IR and AAS techniques, by which their heterogeneous nature has been confirmed. K E Y W O R D S copper (II), mesoporous MCM-41, nickel (II), pyranopyrazoles, tetrazoles

Section: Introductionmentioning

confidence: 99%

Copper and nickel immobilized on cytosine@MCM‐41: as highly efficient, reusable and organic–inorganic hybrid nanocatalysts for the homoselective synthesis of tetrazoles and pyranopyrazoles

Nikoorazm

Tahmasbi

Gholami

et al. 2020

“…[ 24,29 ] Because of its low cost, affordable, and stable boehmite, it has been considered as appropriate support, and researchers have used it in their research works. [ 5,30–36 ] Boehmite (γ‐AlOOH) is a metastable phase of alumina that has free AlOH in the surface of nanoparticles. [ 37,38 ] For loading metal ions, these free AlOH groups on the surface of solid support can be used for ligand connection.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 5‐substituted 1H‐tetrazoles and oxidation of sulfides by using boehmite nanoparticles/nickel‐curcumin as a robust and extremely efficient green nanocatalyst

Jani

Bahrami

2020

Self Cite

Nickel‐anchored curcumin‐functionalized boehmite nanoparticles (BNPs@Cur‐Ni) as a robust and versatile nanocatalyst was synthesized and well‐characterized by using Fourier transform infrared (FT‐IR), transmission electron microscopy (TEM), scanning electron microscopy (SEM), energy dispersive X‐ray (EDX), X‐ray mapping, thermogravimetric analysis (TGA), differential thermal analysis (DTA), Brunauer–Emmett–Teller (BET), X‐ray diffraction (XRD), and inductively coupled plasma optical emission spectroscopy (ICP‐OES). The synthesis of 5‐substituted 1H‐tetrazoles and the oxidation of sulfides were conducted by BNPs@Cur‐Ni with excellent turnover number (TON) and turnover frequency (TOF) outcomes. Also, the catalyst was reused for several sequential runs without Ni leaching or decreasing in reaction yield. Utilizing the curcumin and boehmite with a natural source as well as poly(ethylene glycol) (PEG) as a solvent in this simple protocol can be based on green chemistry rules.

“…[31,[103][104][105] In this regard, Glaser, Sonogashira, Ullmann, Stille, and Buchwald-Hartwig which are among the predominantly used reactions are catalyzed by metals. [23,31,[106][107][108] More specifically, palladium-catalyzed cross-coupling reactions have attracted much interest over the last 30 years, because they unlocked valuable organic coupling pathways, not solely in academia but also for industrial applications. [109][110][111][112] The opportunity for a tolerable functionalization of aryl halides with boronic acids, acetylenes or tin compounds is the practical advantage for the use of Suzuki, Mizoroki-Heck, Sonogashira, Stille and many other cross-coupling reactions.…”

Section: Introductionmentioning

confidence: 99%

L‐lysine‐Pd Complex Supported on Fe₃O₄MNPs: a novel recoverable magnetic nanocatalyst for Suzuki C‐C Cross‐Coupling reaction

Ashraf

Liu

Zhang

et al. 2020

In this work, L-lysine-Pd Complex, immobilized onto the surface of Fe 3 O 4 MNPs, was successfully prepared via simple and inexpensive procedure. The prepared nanocatalyst was considered as a robust and clean nano-reactor catalyst for the Suzuki and Heck CC Cross-Coupling reactions in water as the green condition. This eco-friendly heterogeneous catalyst was characterized by Fourier transform infrared spectroscopy (FT-IR), X-Ray Diffractometer (XRD), energy-dispersive X-ray spectroscopy (EDS), inductively coupled plasma atomic emission spectroscopy (ICP), X-ray mapping, BET, thermogravimetric analysis (TGA), vibrating sample magnetometer (VSM), scanning electron microscopy (SEM) and Transmission electron microscopy (TEM) techniques. The use of a green medium, easy separation and workup, excellent reusability of the nanocatalyst and short reaction time are some outstanding advantages of this method.