scholarly journals One-Pot Synthesized Pd@N-Doped Graphene: An Efficient Catalyst for Suzuki–Miyaura Couplings

Catalysts ◽  
2019 ◽  
Vol 9 (5) ◽  
pp. 469 ◽  
Author(s):  
Mufsir Kuniyil ◽  
J. V. Shanmukha Kumar ◽  
Syed Farooq Adil ◽  
Mohammed Rafi Shaik ◽  
Mujeeb Khan ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Catalytic Activity ◽  
Photoelectron Spectroscopy ◽  
Coupling Reaction ◽  
Ammonium Hydroxide ◽  
Coupling Reactions ◽  
One Pot ◽  
Efficient Catalyst ◽  
X Ray ◽  
Doped Graphene

Nitrogen-doped graphene (NDG)-palladium (Pd)-based nanocatalysts (NDG@Pd) can be potentially applied as an efficient catalyst for the preparation of biaryls in a Suzuki–Miyaura coupling reaction. Herein, we report the one-pot facile synthesis of an NDG@Pd nanocatalyst, wherein the nanocatalyst was prepared by the simultaneous reduction of graphene oxide (GRO) and PdCl2 in the presence of hydrazine hydrate as a reducing agent, while ammonium hydroxide was used as a source of “N’’ on the surface of graphene. The as-synthesized NDG@Pd nanocatalyst, consisting of smaller-sized, spherical-shaped palladium nanoparticles (Pd-NPs) on the surface of NDG, was characterized by several spectroscopic and microscopic techniques, including high-resolution transmission electron microscopy (HRTEM), X-ray diffraction (XRD), ultraviolet–visible spectroscopy (UV-Vis), Fourier-transform infrared spectroscopy (FT-IR), X-ray photoelectron spectroscopy (XPS), and Brunauer–Emmett–Teller (BET). The nanocatalyst displayed outstanding catalytic activity in the Suzuki–Miyaura cross-coupling reactions of phenyl halides with phenyl boronic acids under facile conditions in water. The catalytic activity of NDG@Pd was found to be a more efficient catalyst when compared to pristine highly reduced graphene oxide (HRG) based Pd nanocatalyst (HRG@Pd). Furthermore, the reusability of the catalyst was also tested by repeatedly performing the same reaction using the recovered catalyst. The N-doped catalyst displayed excellent reusability even after several reactions.

scholarly journals Facile Synthesis and Characterization of Palladium@Carbon Catalyst for the Suzuki-Miyaura and Mizoroki-Heck Coupling Reactions

2021 ◽  
Vol 11 (11) ◽  
pp. 4822
Author(s):  
Hamed M. Alshammari ◽  
Obaid F. Aldosari ◽  
Mohammad Hayal Alotaibi ◽  
Raja L. Alotaibi ◽  
Mosaed S. Alhumaimess ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Activated Carbon ◽  
Coupling Reaction ◽  
Aryl Halides ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Heck Coupling ◽  
Efficient Catalyst ◽  
X Ray ◽  
Suzuki Reactions

Palladium-based carbon catalysts (Pd/C) can be potentially applied as an efficient catalyst for Suzuki–Miyaura and Mizoroki–Heck coupling reactions. Herein, a variety of catalysts of palladium on activated carbon were prepared by varying the content of ‘Pd’ via an in situ reduction method, using hydrogen as a reducing agent. The as-prepared catalysts (0.5 wt % Pd/C, 1 wt % Pd/C, 2 wt % Pd/C and 3 wt % Pd/C) were characterized using X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX) and Brunauer–Emmett–Teller (BET) analyses. The catalysts were tested as a coupling catalyst for Suzuki–Miyaura coupling reactions involving aryl halides and phenyl boronic acid. The optimization of the catalyst by varying the palladium content on the activated carbon yielded Pd/C catalysts with very high catalytic activity for Suzuki reactions of aryl halides and a Mizoroki–Heck cross-coupling reaction of 4-bromoanisol and acrylic acid in an aqueous medium. A high ‘Pd’ content and uniform ‘Pd’ impregnation significantly affected the activity of the catalysts. The catalytic activity of 3% Pd/C was found to make it a more efficient catalyst when compared with the other synthesized Pd/C catalysts. Furthermore, the catalyst reusability was also tested for Suzuki reactions by repeatedly performing the same reaction using the recovered catalyst. The 3% Pd/C catalyst displayed better reusability even after several reactions.

scholarly journals One-pot three-component tandem annulation of 4-hydroxycoumarine with aldehyde and aromatic amines using graphene oxide as an efficient catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Rabindranath Singha ◽  
Aminul Islam ◽  
Pranab Ghosh
Keyword(s):  
Graphene Oxide ◽  
Catalytic Activity ◽  
Aromatic Amines ◽  
Significant Loss ◽  
Solvent Free ◽  
One Pot ◽  
Efficient Catalyst ◽  
New Class ◽  
Broad Scope ◽  
Plausible Mechanism

AbstractA convenient and efficient solvent-free, facile, one-pot three-component graphene oxide catalysed approach has been described for the synthesis of chromeno-[4,3-b]quinolin-6-one derivatives from 4-hydroxycoumarin with aldehydes and aromatic amines. Graphene oxide (GO) has proved to be a new class of heterogeneous carbocatalyst which could be easily recovered and reused up to 5th run without significant loss of its catalytic activity. A broad scope of substrate applicability is offered and a plausible mechanism is also suggested for this developed protocol.

A highly efficient catalyst for Suzuki–Miyaura coupling reaction of benzyl chloride under mild conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (69) ◽  
pp. 36437-36443 ◽  
Author(s):  
Zhenhong Guan ◽  
Buyi Li ◽  
Guoliang Hai ◽  
Xinjia Yang ◽  
Tao Li ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Benzyl Chloride ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Microporous Polymers ◽  
Mild Conditions ◽  
Highly Efficient ◽  
Cross Coupling Reactions

Microporous polymers with built-in triphenylphosphine palladium exhibit highly efficient catalytic activity for cross-coupling reactions of benzyl chloride under mild conditions.

scholarly journals Chitosan Decorated Copper Nanoparticles as Efficient Catalyst for Synthesis of Novel Quinoline Derivatives

2018 ◽  
Author(s):  
Kahdijah S. Alghamdi ◽  
Nesreen S.I. Ahmed ◽  
D. Bakhotmah ◽  
Mohamed Mokhtar M. Mostafa
Keyword(s):  
Copper Nanoparticles ◽  
Photoelectron Spectroscopy ◽  
Current Method ◽  
Reaction Yield ◽  
Quinoline Derivatives ◽  
High Turnover ◽  
One Pot ◽  
Efficient Catalyst ◽  
X Ray ◽  
Green Protocol

Chitosan decorated copper nanoparticles (CS/CuNPs) catalysts were synthesized via reduction methods utilizing green protocol. The CS/CuNPs hybrid catalysts were tested for the synthesis of quinoline derivatives utilizing one-pot multicomponent reaction (MCR) under ultrasonic irradiation. The best catalyst (CS/CuNPs) that provided good conversion reaction yield and high turnover frequency (TOF) was characterized using Fourier transform infrared (FTIR), Thermogravimetric analyses (TGA), X-ray diffraction (XRD), , scanning electron microscopy (SEM), transmission electron microscope (TEM) and X-ray photoelectron spectroscopy (XPS) techniques. Generalization of the scope of the proposed catalytic process was studied using different aldehydes. Excellent products yield and high TOF in even shorter reaction time (~5 min) was attained. Recyclability performance of the catalyst over five times re-use without detectable loss in product yield was recorded. The current method is green process utilizing environmentally benign catalyst and considered to be promising sustainable protocol for the synthesis of fine chemicals.

A Graphene Oxide Nanosheet Supported NHC–Palladium Complex as a Highly Efficient and Recyclable Suzuki Coupling Catalyst

Synthesis ◽  
2019 ◽  
Vol 51 (11) ◽  
pp. 2287-2292 ◽  
Author(s):  
Yingjie Qian ◽  
Jaeil So ◽  
Sang-Yung Jung ◽  
Sosan Hwang ◽  
Myung-Jong Jin ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Heterogeneous Catalyst ◽  
Photoelectron Spectroscopy ◽  
Palladium Complex ◽  
Reaction Times ◽  
Suzuki Coupling ◽  
Coupling Reactions ◽  
X Ray ◽  
Highly Active ◽  
Planar Network

A practical heterogeneous catalyst was prepared by anchoring a triazine-tethered N-heterocyclic carbene (NHC)–palladium complex on the surface of graphene oxide (GO) nanosheets. The immobilized complex was characterized by X-ray photoelectron spectroscopy, field-emission transmission electron microscopy, energy-dispersive X-ray spectroscopy, and surface area analysis. It proved to be a highly active and durable heterogeneous catalyst for Suzuki coupling reactions. At room temperature, the use of this catalyst enabled the preparation of various biaryls and heterobiaryls in short reaction times. The catalytic system could be recycled at least 10 times with almost consistent activity. The results reveal that the stable palladium complex is strongly anchored on the surface of GO nanosheets. Interestingly, an open planar network of the GO nanosheet support plays a role during the catalytic process in enhancing the catalytic activity.

Green synthesis of a palladium–polyaniline nanocomposite for green Suzuki–Miyaura coupling reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (43) ◽  
pp. 33786-33791 ◽  
Author(s):  
Sunil Dutt ◽  
Raj Kumar ◽  
Prem Felix Siril
Keyword(s):  
Catalytic Activity ◽  
Green Synthesis ◽  
Coupling Reaction ◽  
Coupling Reactions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Reaction In Water ◽  
Polyaniline Nanocomposite

One pot synthesis of the pd–polyaniline nanocomposite and its catalytic activity in Suzuki–Miyaura coupling reaction in water.

Fabrication and Electrochemical Performance of Nitrogen-Doped Graphene Synthesized by Hydrothermal Method

2014 ◽  
Vol 804 ◽  
pp. 35-38
Author(s):  
Sen Liang ◽  
Min Luo ◽  
Yuan Yun Dou ◽  
Lei Guo ◽  
Bin Liang ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Photoelectron Spectroscopy ◽  
Electrical Measurements ◽  
X Ray ◽  
Nitrogen Doped ◽  
Reduced Graphene ◽  
Nitrogen Doped Graphene ◽  
Doped Graphene ◽  
Nitrogen Substitution ◽  
Pyridinic N

In this study, nitrogen doped graphene (NG) was prepared by using hydrothermal treatment of graphene oxide (GO) and ethylene diamine (EDA). The surface chemistry of the reduced graphene oxide (rGO) and the NG was investigated by the X-ray photoelectron spectroscopy (XPS). The results revealed that there were four kinds of nitrogen substitution: pyrollic N, pyridinic N, graphitic N and C-NH2. Further, the electrical measurements illustrated that the NG had superior capacitive performance than that of the rGO. Specifically, the maximum specific capacitance of NG was 200.6 F/g due to the double-layer capacitive and pseudocapacitive effect from the nitrogen-doped graphene. In addition, the present studies showed that the EDA was not only choose as nitrogen doping source but also played a key role in reduction.

scholarly journals Synthesis, Photophysical Properties and Catalytic Activity of Ƙ3-SCS Pincer Palladium (II) Complex of N,N'-Di-Tert-Butylbenzene-1,3-Dicarbothioamide Supported by DFT Analysis

2021 ◽  
Author(s):  
Debasish Das ◽  
S. Kannan ◽  
Mukesh Kumar ◽  
Biswajit Sadhu ◽  
Liladhar B. Kumbhare
Keyword(s):  
Catalytic Activity ◽  
Uv Light ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
13C Nmr Spectroscopy ◽  
Coupling Reactions ◽  
X Ray ◽  
Cross Coupling Reactions ◽  
Vis Spectroscopy

The title complex [PdCl(L)] (1), is obtained from the reaction of SCS pincer ligand HL (where, HL = N,N'-di-tert-butylbenzene-1,3-dicarbothioamide) with lithium tetrachloropalladate (II) in methanol. The compound 1 is characterized by elemental analysis, FTIR, 1H, and 13C-NMR spectroscopy, UV-Vis spectroscopy, powder X-ray diffraction and X-ray crystallographic techniques. At room temperature, 1 emits luminescence light of wavelength 460 nm in the solid state upon excitation by UV light of wavelength 280 nm. The average emission lifetime indicates that, both the ligand and complex emission is fluorescence in nature and involves mainly ligand centers π-π* deexcitation. It also shows good catalytic activity towards Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions of aryl bromides with tert-butyl acrylate and p-tolylboronic acid respectively. For both type of reactions, more than 99% conversion of the substrates is found to occur for electronically activated p-nitro bromobenzene using 1 mol % of 1. Further, modern DFT calculations are performed to decipher the mechanistic insight on the preferable pathways of the Mizoroki-Heck cross-coupling reaction. Stepwise free energy of reactions for various probable reaction pathways suggest that the catalytic route has profound preference for Pd(0)-Pd(II) over Pd(II)-Pd(IV) pathway.<br>

scholarly journals Microwave Assisted Novel Efficient Pd-free Catalyst for Suzuki C-C Coupling Reaction

2019 ◽  
Author(s):  
Ghalia Alzhrani ◽  
Nesreen Ahmed ◽  
Elham Aazam ◽  
Mohamed Mokhtar ◽  
Tamer Saleh
Keyword(s):  
Photoelectron Spectroscopy ◽  
Inductively Coupled Plasma ◽  
Coupling Reaction ◽  
Optical Emission ◽  
Nickel Catalysts ◽  
Aryl Halides ◽  
Precipitation Method ◽  
Coupling Reactions ◽  
Nickel Ions ◽  
X Ray

Suzuki cross-coupling reaction has developed one of the furthermost effectual approaches for the synthesis of biaryls or substituted aromatic moieties from aryl halides and arylboronic acids with a palladium-catalyst in the past two era&rsquo;s. Herein, Pd-free layered double hydroxide containing nickel catalysts were prepared by co-precipitation method under ultrasonic irradiation and N2 atmosphere with different molar ratios of Ni: Mg: Al and coded as (1NiLDHs-Dr), (1.5NiLDHs-Dr) and (2NiLDHs-Dr). A series of reduced catalysts under 5%H2/N2 at different temperatures were coded as 1NiLDHs-R200, 1.5NiLDHs-R200 and 2NiLDHs-R200. As-synthesized 2NiLDHs-Dr was the superlative catalyst when coupling different aryl halides with different boronic acids derivatives. Deep investigation of all catalysts was done using different techniques such as inductively coupled plasma optical emission spectroscopy (ICP-OES), x-ray photoelectron spectroscopy (XPS), powder x-ray diffraction (XRD), thermogravimetric analyses (TGA), Fourier transfer infrared (FTIR), scanning electron microscope (SEM) connected with energy dispersive x-ray (EDX) and N2-physisorption at -196 ℃. The results attained verified that ɑ-Ni(OH)2 was fashioned for 2NiLDHs-Dr catalyst and the enclosure of nickel ions in the cationic sheet of layered structure were responsible for the fascinating catalytic efficacy rather than the basic nature of material. The Ni-containing LDHs catalysts encourage forthcoming studies in Pd-free catalyzed C-C coupling reactions.

scholarly journals Microwave Assisted Novel Efficient Pd-free Catalyst for Suzuki C-C Coupling Reaction

2018 ◽  
Author(s):  
Ghalia Alzhrani ◽  
Nesreen Ahmed ◽  
Elham Aazam ◽  
Mohamed Mokhtar
Keyword(s):  
Photoelectron Spectroscopy ◽  
Inductively Coupled Plasma ◽  
Coupling Reaction ◽  
Optical Emission ◽  
Nickel Catalysts ◽  
Aryl Halides ◽  
Precipitation Method ◽  
Coupling Reactions ◽  
Nickel Ions ◽  
X Ray

Suzuki cross-coupling reaction has developed one of the furthermost effectual approaches for the synthesis of biaryls or substituted aromatic moieties from aryl halides and arylboronic acids with a palladium-catalyst in the past two era&rsquo;s. Herein, Pd-free layered double hydroxide containing nickel catalysts were prepared by co-precipitation method under ultrasonic irradiation and N2 atmosphere with different molar ratios of Ni: Mg: Al and coded as (1NiLDHs-Dr), (1.5NiLDHs-Dr) and (2NiLDHs-Dr). A series of reduced catalysts under 5%H2/N2 at different temperatures were coded as 1NiLDHs-R200, 1.5NiLDHs-R200 and 2NiLDHs-R200. As-synthesized 2NiLDHs-Dr was the superlative catalyst when coupling different aryl halides with different boronic acids derivatives. Deep investigation of all catalysts was done using different techniques such as inductively coupled plasma optical emission spectroscopy (ICP-OES), x-ray photoelectron spectroscopy (XPS), powder x-ray diffraction (XRD), thermogravimetric analyses (TGA), Fourier transfer infrared (FTIR), scanning electron microscope (SEM) connected with energy dispersive x-ray (EDX) and N2-physisorption at -196 ℃. The results attained verified that ɑ-Ni(OH)2 was fashioned for 2NiLDHs-Dr catalyst and the enclosure of nickel ions in the cationic sheet of layered structure were responsible for the fascinating catalytic efficacy rather than the basic nature of material. The Ni-containing LDHs catalysts encourage forthcoming studies in Pd-free catalyzed C-C coupling reactions.

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