Palladium–S‐propyl‐2‐aminobenzothioate immobilized on Fe₃O₄ magnetic nanoparticles as catalyst for Suzuki and Heck reactions in water or poly(ethylene glycol)

Abstract

A moisture‐ and air‐stable heterogenized palladium catalyst was synthesized by coordination of palladium with S‐propyl‐2‐aminothiobenzamide supported on Fe3O4 magnetic nanoparticles. The prepared nanocatalyst was characterized using Fourier transform infrared, energy‐dispersive X‐ray and inductively coupled plasma atomic emission spectroscopies, X‐ray diffraction, vibrating sample magnetometry, transmission and scanning electron microscopies, dynamic laser scattering and thermogravimetric analysis. This catalyst could be dispersed homogeneously in water or poly(ethylene glycol) and further applied as an excellent nano‐organometal catalyst for Suzuki and Heck reactions. The catalyst was easily separated with the assistance of an external magnet from the reaction mixture and reused for several consecutive runs without significant loss of its catalytic efficiency or palladium leaching. The leaching of catalyst was examined using hot filtration and inductively coupled plasma atomic emission spectroscopy. Also, the effects of various reaction parameters on the Suzuki and Heck reactions are discussed. Copyright © 2016 John Wiley & Sons, Ltd.

Boehmite silica sulfuric acid: as a new acidic material and reusable heterogeneous nanocatalyst for the various organic oxidation reactions

“…6). The FT-IR spectrum of the boehmite nanoparticles (Spectrum a) shows two strong bands at 3086 and 3308 cm −1 , which are due to the both symmetrical and asymmetrical modes of the O-H bonds on the surface of boehmite nanoparticles [25,26]. In the FT-IR spectrum of boehmite nanoparticles (Spectrum a-c), several peaks that appear at 480, 605 and [2,6].…”

S‐Benzylisothiourea complex of palladium on magnetic nanoparticles: A highly efficient and reusable nanocatalyst for synthesis of polyhydroquinolines and Suzuki reaction

“…In all the FT‐IR spectra, several peaks appear at 582 and 443 cm −1 which result from stretching vibration of Fe ─ O bonds in Fe 3 O 4 nanoparticles . In the FT‐IR spectrum of CPr‐Si@Fe 3 O 4 (Figure b), the anchored 3‐choloropropyltriethoxysilane is confirmed by C ─ H stretching vibrations at 2926 cm −1 and also O ─ Si stretching vibration modes at 1044 cm −1 . In the FT‐IR spectrum of SBTU@Fe 3 O 4 (Figure c), the presence of the immobilized SBTU groups is indicated by C═N vibrations (1621 cm −1 ).…”

“…Figure shows the FT‐IR spectra of Fe 3 O 4 nanoparticles, CPr‐Si@Fe 3 O 4 , SBTU@Fe 3 O 4 and Pd‐SBTU@Fe 3 O 4 . The FT‐IR spectrum of Fe 3 O 4 (Figure a) shows strong bands at 3393 cm −1 , which correspond to surface O ─ H bonds . In all the FT‐IR spectra, several peaks appear at 582 and 443 cm −1 which result from stretching vibration of Fe ─ O bonds in Fe 3 O 4 nanoparticles .…”

Ni–S-methylisothiourea complexes supported on boehmite nanoparticles and their application in the synthesis of 5-substituted tetrazoles

“…However, many supports such as Zeolite [3,12], MCM-41 [15], iron oxide [16], carbon nanotubes [17], graphene [18], heteropolyacids [19], ionic liquids [20] or some polymers [21] have been used as catalyst supports, which most of this supports are expensive or unstable. Also, synthesis of other nanoparticles requires inert atmosphere or high temperature for calcination or preparation [22][23][24][25]. While, boehmite nanoparticles is not air or moisture sensitive, more importance boehmite nanoparticles can be prepared in water at room temperature using available materials such as NaOH and Al(NO 3 ) 3 .9H 2 O [25].…”