Fe3O4 nanoparticle-supported Cu(ii)-β-cyclodextrin complex as a magnetically recoverable and reusable catalyst for the synthesis of symmetrical biaryls and 1,2,3-triazoles from aryl boronic acids

Abstract

Fe 3 O 4 nanoparticle-supported Cu(II)-β-cyclodextrin complex as a magnetically recoverable and reusable catalyst for the synthesis of symmetrical biaryls and 1,2,3-triazoles from aryl boronic acids † Babak Kaboudin,* a Ramin Mostafalu a and Tsutomu Yokomatsu bWe report here on the preparation of an efficient, easily recoverable and reusable Fe 3 O 4 magnetic nanoparticle-supported Cu(II)-β-cyclodextrin complex catalyst for the synthesis of symmetrical biaryls and 1,2,3triazoles from arylboronic acids. The presented Fe 3 O 4 magnetic nanoparticle-supported Cu(II)-β-cyclodextrin complex catalyst was characterized by TEM, XRD, VSM, TGA, and FT-IR spectrometer. By using the catalyst, we have developed an efficient protocol for the homocoupling of aryl boronic acids for the synthesis of biaryls. The catalyst is also active in the synthesis of 1,2,3-triazoles via a one-pot reaction of an arylboronic acid with sodium azide in water followed by a click cyclization reaction with an alkyne at room temperature in air without any additives. The reusability of the prepared nanocatalyst was successfully examined four times with only a very slight loss of catalytic activity. † Electronic supplementary information (ESI) available: Details of the analytical data of the products of the homocoupling and 1,2,3-triazoles. See

Synergistic Enhancement in Catalytic Performance of Superparamagnetic Fe3O4@Bacilus subtilis as Recyclable Fenton-Like Catalyst

“…It is noted that the diffraction peaks corresponding to Fe3O4 are also presented in the XRD pattern of Fe3O4@B. subtilis SPMC (red curve), confirming the successful coating of Fe3O4 nanoparticles onto the surfaces of B. subtilis. [18]. In Figure 2c, two main peaks with satellite peaks between 705.0 and 735.0 eV are resolved at 710.9 eV and 724.5 eV, which are assigned to Fe 2p1/2 and Fe 2p3/2, respectively, and are consistent with the standard Fe3O4 XPS spectrum [18,19].…”

“…The saturation magnetization of the Fe3O4@B. subtilis SPMC (16.8 emu g −1 ) is lower than the pristine Fe3O4 because of the non-magnetic properties of B. subtilis. In their homogeneous dispersion, Fe3O4@B. subtilis SPMC show quick movement under the extra magnetic field and re-disperse quickly with a [18]. In Figure 2c, two main peaks with satellite peaks between 705.0 and 735.0 eV are resolved at 710.9 eV and 724.5 eV, which are assigned to Fe 2p 1/2 and Fe 2p 3/2 , respectively, and are consistent with the standard Fe 3 O 4 XPS spectrum [18,19].…”

“…[18]. In Figure 2c, two main peaks with satellite peaks between 705.0 and 735.0 eV are resolved at 710.9 eV and 724.5 eV, which are assigned to Fe 2p1/2 and Fe 2p3/2, respectively, and are consistent with the standard Fe3O4 XPS spectrum [18,19]. In addition, the elemental concentration of C, N, O and Fe in atomic % calculated according to relative sensitivity factors (RSFs) and spectra intensities were 69.02%, 4.0%, 22.87%, and 4.13%, respectively.…”

The synthesis of polysubstituted pyridines using nano Fe3O4 supported hydrogensulfate ionic liquid

“…These problems and the priority of the chemical industry to use heterogeneous catalysts has resulted in immobilization of ILs on to solid supports [7][8][9]. Among methods reported for preparation of supported ionic liquids, in recent years magnetic nanoparticles (MNPs) have recently appeared as a new type of catalyst support, because of their high stability and facile separation [10,11]. In this regard, nano-Fe 3 O 4 has attracted much attention, because of its unique physical properties, for example high surface area, excellent thermal and chemical stability, low toxicity, and potential applications.…”

The use of palladium nanoparticles supported on active carbon for synthesis of disproportionate rosin (DPR)

“…At the present time, palladium catalysts have been of great interest, in part because of the good properties that the DPR feature regarding light color, low odor, medium softening-point, and excellent resistance to oxidation [1,2,[12][13][14][15]. In the continuation of our research [16][17][18][19][20][21], the disproportionation of rosin with Pd nanoparticles supported on activated carbon (AC) was studied in this work.…”