Pd/Indanone-Based Ligands: An Efficient Catalyst System for Ullmann­-Type, Suzuki–Miyaura, and Mizoroki–Heck Cross-Coupling Reactions with Aryl Tosylates and Aryl Halides

Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4372-4382 ◽  
Author(s):  
Mohammed Waheed ◽  
Naseem Ahmed
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Catalyst System ◽  
Aryl Halides ◽  
Maximum Efficiency ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Cross Coupling Reactions ◽  
Aryl Tosylates

2-Hydroxyindan-1-ones have been efficiently synthesized and successfully applied as ligands in Pd-catalyzed Ullmann type, Suzuki–Miyaura, and Mizoroki–Heck cross-coupling reactions with aryl tosylates and aryl halides. The ligands are air- and moisture-stable and have shown high catalytic activity with Pd(OAc)2 in these cross-coupling reactions. The system tolerates a variety of functional groups in the product and can be re-used at least three times with maximum efficiency.

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.

Synthesis and catalytic activity of N-heterocyclic silylene (NHSi) cobalt hydride for Kumada coupling reactions

2018 ◽  
Vol 47 (8) ◽  
pp. 2581-2588 ◽  
Author(s):  
Xinghao Qi ◽  
Hongjian Sun ◽  
Xiaoyan Li ◽  
Olaf Fuhr ◽  
Dieter Fenske
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Cross Coupling Reactions

The first silylene Co(iii) hydride6, an efficient catalyst for Kumada cross-coupling reactions, was preparedviaSi–H activation.

Palladium stabilized on poly and mono sulfonamide ligands as novel, simple, effective, and recyclable nano catalysts for C–C cross-coupling reactions

2017 ◽  
Vol 95 (10) ◽  
pp. 1073-1080 ◽  
Author(s):  
Ramin Ghorbani-Vaghei ◽  
Narges Sarmast
Keyword(s):  
Catalytic Activity ◽  
Palladium Nanoparticles ◽  
Cross Coupling ◽  
Significant Loss ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Nano Catalysts ◽  
Reaction Cycles ◽  
Analytical Tools

Poly and mono sulfonamide ligands were successfully used for the stabilization of palladium nanoparticles. The prepared nano catalysts that appeared to be heterogeneous and novel were characterized with various analytical tools. To establish the catalytic activity of the prepared catalysts, they were used in the Suzuki–Miyaura and Sonogashira–Hagihara coupling reactions of aryl halides under low palladium loading conditions. The catalysts showed good stability and could be recovered and reused for seven reaction cycles without significant loss of catalytic activity.

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 Polyvinylpyrrolidone - Reduced Graphene Oxide - Pd Nanoparticles as an Efficient Nanocomposite for Catalysis Applications in Cross-Coupling Reactions

2019 ◽  
Vol 14 (3) ◽  
pp. 490
Author(s):  
Hany A. Elazab ◽  
Tamer T. El-Idreesy
Keyword(s):  
Graphene Oxide ◽  
Catalytic Activity ◽  
Reduced Graphene Oxide ◽  
Cross Coupling ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Highly Active ◽  
Defect Sites ◽  
Reduced Graphene

This paper reported a scientific approach adopting microwave-assisted synthesis as a synthetic route for preparing highly active palladium nanoparticles stabilized by polyvinylpyrrolidone (Pd/PVP) and supported on reduced Graphene oxide (rGO) as a highly active catalyst used for Suzuki, Heck, and Sonogashira cross coupling reactions with remarkable turnover number (6500) and turnover frequency of 78000 h-1. Pd/PVP nanoparticles supported on reduced Graphene oxide nanosheets (Pd-PVP/rGO) showed an outstanding performance through high catalytic activity towards cross coupling reactions. A simple, reproducible, and reliable method was used to prepare this efficient catalyst using microwave irradiation synthetic conditions. The synthesis approach requires simultaneous reduction of palladium and in the presence of Gaphene oxide (GO) nanosheets using ethylene glycol as a solvent and also as a strong reducing agent. The highly active and recyclable catalyst has so many advantages including the use of mild reaction conditions, short reaction times in an environmentally benign solvent system. Moreover, the prepared catalyst could be recycled for up to five times with nearly the same high catalytic activity. Furthermore, the high catalytic activity and recyclability of the prepared catalyst are due to the strong catalyst-support interaction. The defect sites in the reduced Graphene oxide (rGO) act as nucleation centers that enable anchoring of both Pd/PVP nanoparticles and hence, minimize the possibility of agglomeration which leads to a severe decrease in the catalytic activity. Copyright © 2019 BCREC Group. All rights reserved 

scholarly journals Metformin as a versatile ligand for recyclable palladium-catalyzed cross-coupling reactions in neat water

RSC Advances ◽  
2017 ◽  
Vol 7 (34) ◽  
pp. 21036-21044 ◽  
Author(s):  
S. Fortun ◽  
P. Beauclair ◽  
A. R. Schmitzer
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Neat Water ◽  
Palladium Catalyzed

We present the high catalytic activity of an in situ generated palladium(ii)/metformin complex in neat water for the Suzuki–Miyaura and Sonogashira cross-coupling reactions.

scholarly journals Modified ultradispersed diamonds based catalytic systems in cross-coupling reactions

2021 ◽  
Vol 57 (1) ◽  
pp. 7-14
Author(s):  
A. A. Lugovski ◽  
G. A. Gusakov ◽  
M. P. Samtsov ◽  
V. A. Parhomenko ◽  
S. V. Adamchyk
Keyword(s):  
Catalytic Activity ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Model Systems ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Catalytic Systems ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Metallic Palladium

Methods for preparation of nanocomposites of modified detonation nanodiamonds (DND) with metallic palladium have been developed and their catalytic activity in the Suzuki-Miyaura cross-coupling reaction in various reaction media has been studied. Methods for the regeneration of palladium-containing nanocomposites from the reaction mixture have been developed. The high catalytic activity of nanocomposites is confirmed by kinetic analysis based on the results of chromatographic analysis of the reaction mixture and is comparable to the literature data about similar catalytic systems. Regenerated nanocomposites showed the retention of catalytic activity for 3 consecutive cross-coupling cycles on model systems.

A 2-((4-Arylpiperazin-1-yl)methyl)phenol ligated Pd(ii) complex: an efficient, versatile catalyst for Suzuki–Miyaura cross-coupling reactions

2016 ◽  
Vol 40 (9) ◽  
pp. 7596-7603 ◽  
Author(s):  
Srinivas Keesara ◽  
Saiprathima Parvathaneni
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction

N,N,O-Tridentate palladium(ii) complex 4a was found to be an efficient catalyst for the Suzuki cross-coupling reaction of aryl halides (iodo-, bromo- and chloro-), which afforded cross-coupling products in good to excellent yields.

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