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

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.

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2740 ◽  
Author(s):  
Abdelaziz Ejjoummany ◽  
Rabia Belaroussi ◽  
Ahmed El Hakmaoui ◽  
Mohamed Akssira ◽  
Gérald Guillaumet ◽  
...  

The design of some novel di-(het)arylated-3H-pyrido[1′,2′:1,5]pyrazolo[4,3-d]pyrimidine derivatives is reported. The series was developed from 1-aminopyridinium iodide, which afforded the key intermediate bearing two thiomethyl and amide functions, each of them useful for palladium catalyzed cross coupling reactions by alkyl sulfur release and C-O activation, respectively. The two regioselective and successive cross-coupling reactions were first carried out in C-4 by in situ C-O activation and next in C-2 by a methylsulfur release. Process optimization furnished conditions leading to products in high yields. The scope and limitations of the methodologies were evaluated and the final compounds characterized.


Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2427-2431
Author(s):  
Bernd Schmidt ◽  
Nastja Riemer ◽  
Christin Coswig ◽  
Mike Shipman

Arylindium and isolated triarylbismuth compounds generated in situ react as nucleophiles with arenediazonium salts in palladium-catalyzed cross-coupling reactions to give substituted biphenyls.


Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4372-4382 ◽  
Author(s):  
Mohammed Waheed ◽  
Naseem Ahmed

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.


Author(s):  
Hany A. Elazab ◽  
Tamer T. El-Idreesy

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 


Author(s):  
A. A. Lugovski ◽  
G. A. Gusakov ◽  
M. P. Samtsov ◽  
V. A. Parhomenko ◽  
S. V. Adamchyk

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.


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