123248-22-6Relevant articles and documents
L-Methionine-Pd complex supported on hercynite as a highly efficient and reusable nanocatalyst for C-C cross-coupling reactions
Mohammadi, Masoud,Ghorbani-Choghamarani, Arash
, p. 2919 - 2929 (2020)
A "green" method was suggested for the synthesis of hercynite magnetic nanoparticles (MNPs) as a novel heterogeneous catalytic support to immobilize homogeneous complexes. l-Methionine-Pd was immobilized on the surface of hercynite MNPs by a simple, rapid, and convenient route. The structure and composition of the prepared Hercynite@l-Methionine-Pd MNPs were characterized by X-ray diffraction spectroscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma-optical emission spectrometry, scanning electron microscopy, X-ray mapping, thermogravimetric analysis and vibrating-sample magnetometry (VSM). Besides, they were applied as green nanocatalysts for Suzuki and Heck cross-coupling reactions. Hercynite@l-Methionine-Pd MNPs offer several advantages (simple synthetic method under green conditions, thermal and chemical stability during organic reactions, short reaction times, high yields of products, excellent selectivity and easy work-up procedure). Moreover, the recycled nanocatalyst was reused for at least five cycles with no significant loss of activity. The hot filtration test indicated heterogeneous catalysis for Suzuki and Heck cross-coupling reactions. This work is useful for the development and application of a magnetically recoverable Pd nanocatalyst on the basis of green-chemistry principles.
Synthesis and characterization of a Pd(0) Schiff base complex anchored on magnetic nanoporous MCM-41 as a novel and recyclable catalyst for the Suzuki and Heck reactions under green conditions
Nikoorazm, Mohsen,Ghorbani, Farshid,Ghorbani-Choghamarani, Arash,Erfani, Zahra
, p. 1413 - 1422 (2017)
A Pd Schiff base complex was immobilized onto the surface of magnetic MCM-41 (Fe3O4@MCM-41@Pd(0)-P2C) as a novel, eco-friendly, and recyclable heterogeneous nanocatalyst and fully characterized by FT-IR, VSM, EDS, transmission electron microscopy, scanning electron microscopy, thermogravimetric analyses, ICP-OES, and X-ray powder diffraction analysis. The Fe3O4@MCM-41@Pd(0)-P2C was investigated as a catalyst for the one-pot Suzuki and Heck reactions in PEG as a green solvent to provide the target products in excellent yields. The main advantages of using this catalyst include a short reaction time, green reaction conditions, a simple experimental procedure, non-use of hazardous organic solvents, low loading of the catalyst, and the ability to use various substrates. More importantly, the catalyst could be easily separated from the reaction mixture with the assistance of an external magnet and could be recovered and reused several times without significant loss of stability and activity.
Pd(0)- S-propyl-2-aminobenzothioate immobilized onto functionalized magnetic nanoporous MCM-41 as efficient and recyclable nanocatalyst for the Suzuki, Stille and Heck cross coupling reactions
Nikoorazm, Mohsen,Ghorbani, Farshid,Ghorbani-Choghamarani, Arash,Erfani, Zahra
, (2018)
The present work describes the use of Pd(0)- S-propyl-2-aminobenzothioate Complex immobilized onto functionalized magnetic nanoporous MCM-41(Fe3O4@MCM-41@Pd-SPATB) as efficient and recyclable nano-organometallic catalyst for C–C bond formation between various aryl halides with phenylboronic acid (Suzuki reaction), aryl halides with triphenyltin chloride (Stille reaction), and aryl halides with n-butyl acrylate (Heck reaction). All the reactions were carried out in PEG-400 as green solvent with short reaction time and good to excellent yields. This catalyst was characterized by FT-IR spectroscopy, XRD, TGA, VSM, ICP-OES, TEM, EDX and SEM techniques. Ease of operation, high efficiency, recovery and reusability for five continuous cycles without significant loss of its catalytic activities or metal leaching are the noteworthy features of the currently employed heterogeneous catalytic system.
Synthesis and applications of polymeric N-heterocyclic carbene palladium complex-grafted silica as a novel recyclable nano-catalyst for Heck and Sonogashira coupling reactions
Tamami, Bahman,Farjadian, Fatemeh,Ghasemi, Soheila,Allahyari, Hamed
, p. 2011 - 2018 (2013)
A new catalytic system based on palladium nanoparticles supported on polymeric N-heterocyclic carbene-grafted silica (Si-PNHC-Pd) is introduced. Aminopropylsilica was reacted with benzoylchloride to form acrylamidopropylsilica. Onto this functionalized silica, vinylimidazole monomer was copolymerized by free radical polymerization. Poly(vinylimidazole)-grafted silica was treated with methyl iodide to form a quaternary salt of poly(vinylimidazole). Si-PNHC-Pd was obtained by subsequent treatment of imidazolium salt with PdCl2. Determination of Pd content was performed using an inductively coupled plasma (ICP) analyzer and the crystalline character was determined by an XRD technique. The topography and particle size of the catalyst was studied by scanning electron microscopy (SEM), transmission electron microscopy (TEM) and atomic force microscopy (AFM). TEM images showed that palladium was dispersed through the polymer surface in nano particle size. This catalytic system exhibited excellent activity in Heck and Sonogashira coupling reactions with various aryl halides. The catalyst was successfully re-used up to 12 runs without appreciable change in its activity. High efficiency of the catalyst along with high yields of products, easy purification, large scale synthesis and high TON and TOF are among the advantages of this heterogeneous catalyst.
Palladium nanoparticles encapsulated in polyimide nanofibers: An efficient and recyclable catalyst for coupling reaction
Du, Yijun,Gou, Faliang,Gao, Danning,Liu, Zhifeng,Shao, Linjun,Qi, Chenze
, (2021/09/15)
In this study, palladium-encapsulated poly(amic acid) (Pd@PAA) nanofibers were prepared by electrospinning, followed by thermal imidization to synthesize palladium-encapsulated polyimide (Pd@PI) nanofibers. Scanning electron microscopy (SEM) images confirmed the preparation of uniform and smooth Pd@PAA and Pd@PI nanofibers. Thermogravimetric analysis (TGA) results reveal that the Pd@PI nanofibers possessed excellent thermal stability. The dispersion of palladium nanoparticles in the polyimide nanofibers was characterized by transmission electron microscopy (TEM) and X-ray diffraction (XRD). The catalysis results show that this Pd@PI fibrous catalyst was very efficient to catalyze the cross-coupling reactions of aromatic iodides with n-butyl acrylate (Heck reaction) or phenylboronic acid derivatives (Suzuki reaction) to afford the desired products in good to excellent yields. Moreover, the Pd@PI catalyst could be easily separated and recovered from the reaction mixture by simple filtration due to the regular fibrous structure and reused for 10 times for both Heck and Suzuki reactions without obvious loss of its initial catalytic activity. Thus, the Pd@PI nanofiber catalyst holds great potential in chemical industry in terms of its excellent catalytic activity and stability.
Biogenic synthesis of palladium nanoparticles using Boswellia sarrata and their applications in cross-coupling reactions
Arde, Satyanarayan M.,Rashinkar, Gajanan S.,Jadhav, Sanjay N.,Patil, Audumbar D.,Salunkhe, Rajashri S.
, (2020/10/02)
A facile and green route for biogenic synthesis of palladium nanoparticles (PdNPs) using aqueous extract of nontoxic and renewable Boswellia sarrata leaves is reported. The as-synthesized PdNPs were systematically characterized by using ultraviolet (UV)–visible spectroscopy, X-ray diffraction analysis, scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, and X-ray photoelectron spectroscopy. The PdNPs were crystalline and cubic in nature with average particle size of ~6 nm and successfully employed as heterogeneous catalyst in the Suzuki–Miyaura and Mizoroki–Heck cross-coupling reactions. The PdNPs could be recycled up to five times with modest change in the catalytic activity.
