A highly efficient palladium complex supported on MCM-41 nanocatalyst for Mizoroki–Heck and Suzuki–Miyaura cross-coupling reaction

Nikoorazm, Mohsen; Khanmoradi, Maryam; Abdi, Zahra

doi:10.1007/s13738-020-01952-9

Cited by 11 publications

(5 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[48,49] Due to the unique dimensions and size, physical properties, easy recyclability, large specific surface area, [5,6,49,50] make them as a perfect candida in catalysis science. [13,[51][52][53][54][55] During the past years, the use of recyclable heterogeneous catalysts (prepared by supporting solid support via homogenous precursors) has received great attention in organic synthesis. [5,6,47,49,50,56] In recent years boehmite have attracted viable attention as potential solid support for the nano scaled heterogenization of homogeneous catalysts.…”

Section: Introductionmentioning

confidence: 99%

Boehmite@SiO₂@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Ghorbani‐Choghamarani

Aghavandi

Mohammadi

2020

Applied Organom Chemis

View full text Add to dashboard Cite

In this work, a versatile protocol was introduced for the preparation of a new Cu(I) supported complex on Silica supported boehmite nanoparticles (Boehmite@SiO2@Tris‐Cu(I)). The structure of the catalyst was comprehensively characterized using 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, thermogravimetric analysis (TGA) and scanning electron microscopy (SEM) techniques. The catalytic activity of this catalyst was studied in the Suzuki cross‐coupling reaction and synthesis of 5‐substituted 1H‐tetrazole derivatives in ethanol and PEG‐400 respectively as green solvents. In this sense, simple preparation of the catalyst from the commercially available materials, high catalytic activity, simple operation, short reaction times, high yields and use of green solvent are some advantages of this protocol. Finally, it is worth mentioning that this nanocatalyst was easily recovered, and reused for several times without significant loss of its catalytic efficiency. In addition, stability of the catalyst after recycling was confirmed by FT‐IR technique.

show abstract

Section: Introductionmentioning

confidence: 99%

Boehmite@SiO₂@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Ghorbani‐Choghamarani

Aghavandi

Mohammadi

2020

Applied Organom Chemis

View full text Add to dashboard Cite

show abstract

“…Several studies have supported palladium nanocatalyst for cross-coupling reactions [ 27 , 28 ]. For example, in recent years, different types of nanoparticle support materials were investigated; for example, metal oxides [ 29 , 30 , 31 ], zeolites [ 32 , 33 , 34 ], carbons [ 35 , 36 , 37 ], ordered porous materials [ 38 , 39 ] and synthesized polymers [ 40 ] (e.g., ionic polymers [ 41 ]) and modified natural polymers [ 42 , 43 ]. There are several studies on mixed composition for palladium nanoparticle (PdNP) support [ 44 , 45 , 46 , 47 ], and the need for a rational design of catalyst support has been emphasized [ 48 , 49 ].…”

Section: Introductionmentioning

confidence: 99%

Sterically Hindered Phosphonium Salts: Structure, Properties and Palladium Nanoparticle Stabilization

et al. 2020

View full text Add to dashboard Cite

A new family of sterically hindered alkyl(tri-tert-butyl) phosphonium salts (n-CnH2n+1 with n = 2, 4, 6, 8, 10, 12, 14, 16, 18, 20) was synthesized and evaluated as stabilizers for the formation of palladium nanoparticles (PdNPs), and the prepared PdNPs, stabilized by a series of phosphonium salts, were applied as catalysts of the Suzuki cross-coupling reaction. All investigated phosphonium salts were found to be excellent stabilizers of metal nanoparticles of small catalytically active size with a narrow size distribution. In addition, palladium nanoparticles exhibited exceptional stability: the presence of phosphonium salts prevented agglomeration and precipitation during the catalytic reaction.

show abstract

“…After adsorption of Pd 2+ cations, the peaks assigned to Schiff‐base groups are blue shifted, which can be attributed to the coordination of Schiff‐base groups (‐C=N‐) with Pd 2+ cations (Figures 1, S1, and S2). [ 33,34 ]…”

Section: Resultsmentioning

confidence: 99%

“…After adsorption of Pd 2+ cations, the peaks assigned to Schiffbase groups are blue shifted, which can be attributed to the coordination of Schiff-base groups (-C=N-) with Pd 2+ cations (Figures 1, S1, and S2). [33,34] TG and elemental analysis (EA) were carried out to determine the grafting densities of functional groups (Figures S3 and Table S1). Weight losses of the functionalized MCM-41 materials take place in three stages.…”

Section: Characterization Of Supported Palladium Catalystsmentioning

confidence: 99%

Study on the relationship of catalytic activities and o‐Ps annihilation properties of supported palladium species chelated by different functional groups

Shao

et al. 2023

Applied Organom Chemis

View full text Add to dashboard Cite

A series of Schiff‐base functional groups modified MCM‐41 materials have been synthesized and used as the supports of palladium species. The chemical structures of MCM‐41 functionalized by nine Schiff‐base functional groups were characterized by Fourier transform infrared spectroscopy (FT‐IR), whereas their grafting densities of functional groups were achieved from the results of thermogravimetric analysis (TGA) and elemental analysis (EA). Small angle powdered X‐ray (SAX) patterns demonstrate that the ordered mesoporous structures of MCM‐41 were well retained after modification of functional groups and immobilization of Pd2+ cations. Moreover, the regular mesoporous structures of supports and homogeneous dispersions of Pd2+ cations were characterized by transmission electron microscopy (TEM). The positron annihilation lifetime spectroscopic (PALS) results revealed that the electronic and steric factors of functional groups could affect the o‐Ps annihilation properties of support Pd2+ cations. Meanwhile, the catalytic activities of these supported Pd2+ cations chelated by different functional groups were determined by the Heck reaction of iodobenzene with n‐butyl acrylate. At last, the catalytic activities of these supported Pd2+ cations were linearly correlated to their o‐Ps annihilation properties. This result demonstrates that the catalytic activities of supported Pd2+ cations chelated by different functional groups can be readily determined by the o‐Ps annihilation, which can be potentially used in the design and preparation of highly active palladium catalysts.

show abstract

A highly efficient palladium complex supported on MCM-41 nanocatalyst for Mizoroki–Heck and Suzuki–Miyaura cross-coupling reaction

Cited by 11 publications

References 40 publications

Boehmite@SiO₂@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Boehmite@SiO₂@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Sterically Hindered Phosphonium Salts: Structure, Properties and Palladium Nanoparticle Stabilization

Study on the relationship of catalytic activities and o‐Ps annihilation properties of supported palladium species chelated by different functional groups

Contact Info

Product

Resources

About

A highly efficient palladium complex supported on MCM-41 nanocatalyst for Mizoroki–Heck and Suzuki–Miyaura cross-coupling reaction

Cited by 11 publications

References 40 publications

Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Sterically Hindered Phosphonium Salts: Structure, Properties and Palladium Nanoparticle Stabilization

Study on the relationship of catalytic activities and o‐Ps annihilation properties of supported palladium species chelated by different functional groups

Contact Info

Product

Resources

About

Boehmite@SiO₂@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

Boehmite@SiO₂@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media