scholarly journals Mono- and Bimetallic Nanoparticles Stabilized by an Aromatic Polymeric Network for a Suzuki Cross-Coupling Reaction

Nanomaterials ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 94
Author(s):  
Linda Zh. Nikoshvili ◽  
Kristina N. Shkerina ◽  
Alexey V. Bykov ◽  
Alexander I. Sidorov ◽  
Alexander L. Vasiliev ◽  
...  

This work addresses the Suzuki cross-coupling between 4-bromoanisole (BrAn) and phenylboronic acid (PBA) in an environmentally benign ethanol–water solvent catalysed by mono- (Pd) and bimetallic (PdAu, PdCu, PdZn) nanoparticles (NPs) stabilised within hyper-cross-linked polystyrene (HPS) bearing tertiary amino groups. Small Pd NPs of about 2 nm in diameters were formed and stabilized by HPS independently in the presence of other metals. High catalytic activity and complete conversion of BrAn was attained at low Pd loading. Introduction of Zn to the catalyst composition resulted in the formation of Pd/Zn/ZnO NPs, which demonstrated nearly double activity as compared to Pd/HPS. Bimetallic core-shell PdAu/HPS samples were 3-fold more active as compared to Pd/HPS. Both Pd/HPS and PdAu/HPS samples revealed promising stability confirmed by catalyst recycling in repeated reaction runs.

2020 ◽  
Vol 15 (3) ◽  
pp. 604-616
Author(s):  
Girish Basavaraju ◽  
Ravishankar Rajanna

A custom-made tubular flow reactor was utilized to develop a mathematical model and optimize the Suzuki-Miyaura cross coupling reaction. In this study, the experimentation was designed and executed through the statistical design of experiments (DoE) approach via response surface methodology. The effect of molar ratios of phenylboronic acid (1) and 4-bromophenol (2), temperature, the catalyst tetrakis(triphenylphosphine)palladium, and equivalence of aqueous tripotassium phosphate was studied in detail. The flow reactor profile was in good agreement with batch conditions and significant improvements to the overall reaction time and selectivity towards desired [1-1-biphenyl]-4-ol (3) was achieved. The Suzuki coupling reaction in batch condition would take on an average of 4 to 6 hours to complete, which was effectively accomplished in 60 to 70 minutes in this tubular reactor setup and could be operated continuously. The reaction model is in good agreement with the reaction conditions. Copyright © 2020 BCREC Group. All rights reserved 


RSC Advances ◽  
2017 ◽  
Vol 7 (37) ◽  
pp. 22869-22874 ◽  
Author(s):  
Hideo Oka ◽  
Katsuya Kitai ◽  
Takeyuki Suzuki ◽  
Yasushi Obora

We found that DMF-stabilized Cu NPs have high catalytic activity in the Sonogashira cross-coupling reaction at low catalyst loadings (0.2 mol%).


2019 ◽  
Author(s):  
Tomasz Jastrząbek ◽  
Artur Ulikowski ◽  
Rafał Lisiak

The preparation of biphenyl derivatives bearing amino groups via direct cross-coupling reaction is being widely explored due to its importance for many branches of the chemical industry. One of the necessary components for such a transformation are halogenated arenes. In order to make the process more economical, we focus on inexpensive and easily available aryl chlorides which usually are not considered reagents of choice for catalytic couplings. In the following short communication, we report the results of the coupling of relatively unreactive chloroaniline with a fluorinated phenylboronic acid leading to the corresponding aminobiphenyl.<br>


2018 ◽  
Vol 42 (2) ◽  
pp. 822-826 ◽  
Author(s):  
Meenal Kataria ◽  
Harnimarta Deol ◽  
Gurpreet Singh ◽  
Manoj Kumar ◽  
Vandana Bhalla

A supramolecular polymer of PBI derivative and ZnO NPs exhibits remarkable efficiency in direct dehydrogenative cross-coupling reaction for the synthesis of ynones under photocatalytic conditions.


Author(s):  
Aleksandr Pestov ◽  
Aleksandr Mekhaev ◽  
Yuliya Privar ◽  
Natalya Prokuda ◽  
Evgeniy Modin ◽  
...  

Here, we report the results of screening of the catalytic activity of Pd-containing chitosan beads and cryogels in the cross-coupling reaction, hydrogenation of alkenes, nitro-, and carbonyl compounds and the hydrodechlorination of chlorophenols. Pd0-containing chitosan beads and cryogels show moderate catalytic activity in the reduction of alkenes and nitroaromatics. The conversion of nitroaromatics decreases for substrates with electron-withdrawing substituents, while the conversion of alkenes increases with the activation of carbon-carbon double bonds. For several substrates, a significant difference in kinetics and conversion degrees was observed for Pd nanoparticles supported on chitosan beads and cryogels. It was found that conversion in the hydrodechlorination reaction depends on substrate structure, being higher for substrates containing substituents with a positive mesomeric effect. Pd2+-chitosan catalysts showed high catalytic activity in cross-coupling (Heck reaction) offering the following advantages over known catalytic systems: lower reaction temperature, the selective functionalisation of C-I bonds, and the possibility to perform reactions with iodobenzene without base addition.


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