Lewis Acid-Promoted Suzuki Reaction using Palladium Chloride Anchored on a Polymer as a Catalyst

2008 ◽  
Vol 61 (8) ◽  
pp. 610 ◽  
Author(s):  
Guozhi Fan ◽  
Hanjun Zhang ◽  
Siqing Cheng ◽  
Zhandong Ren ◽  
Zhijun Hu ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Heterogeneous Catalysts ◽  
Suzuki Reaction ◽  
Cross Coupling ◽  
Palladium Chloride ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Recoverable Catalyst

Palladium chloride anchored on polystyrene modified by 5-amino-1,10-phenanthroline was prepared and used as an efficient recoverable catalyst for Suzuki cross-coupling reactions. The heterogeneous catalysts can be easily separated from the reaction mixture and reused for five cycles without significant Pd leaching and loss of catalytic activity. Rate enhancement in the Suzuki reaction by Lewis acids was also studied.

Comparison of the Suzuki cross-coupling reactions of 4,7-dichloroquinoline and 7-chloro-4-iodoquinoline with arylboronic acids using phosphine-free palladium catalysis in water

2004 ◽  
Vol 82 (2) ◽  
pp. 206-214 ◽  
Author(s):  
Richard W Friesen ◽  
Laird A Trimble
Keyword(s):  
Phenylboronic Acid ◽  
Palladium Catalysis ◽  
Suzuki Reaction ◽  
Tetrabutylammonium Bromide ◽  
Cross Coupling ◽  
Palladium Acetate ◽  
Coupling Reactions ◽  
Reaction Conditions ◽  
Arylboronic Acids ◽  
Cross Coupling Reactions

4,7-Dichloroquinoline (1a) and 7-chloro-4-iodoquinoline (1b) undergo Suzuki cross-coupling reactions with arylboronic acids catalyzed by phosphine-free palladium acetate in boiling water. Using phenylboronic acid (2), the reaction of 1a provides 7-chloro-4-phenylquinoline (3) (78%) together with diphenylquinoline (4) (12%), while 1b reacts in a much more regioselective fashion and provides 3 in 98% isolated yield. Although 1b undergoes a more regioselective Suzuki reaction than 1a, additional important observations are that the overall reaction of 1b with 2 is three times slower than 1a and that the reaction occurs in the absence of tetrabutylammonium bromide. Using optimized reaction conditions, a variety of aryl and vinylboronic acids undergo regioselective Suzuki cross-coupling with 1b to provide the products 7, 10, and 11 in good to excellent yield.Key words: palladium, cross-coupling, regioselectivity, quinolines, boronic acids.

scholarly journals Palladium-catalyzed cross coupling reactions of 4-bromo-6H-1,2-oxazines

2009 ◽  
Vol 5 ◽  
Author(s):  
Reinhold Zimmer ◽  
Elmar Schmidt ◽  
Michal Andrä ◽  
Marcel-Antoine Duhs ◽  
Igor Linder ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Cross Coupling ◽  
Pyridine Derivative ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

A number of 4-aryl- and 4-alkynyl-substituted 6H-1,2-oxazines 8 and 9 have been prepared in good yields via cross coupling reactions of halogenated precursors 2, which in turn are easily accessible by bromination of 6H-1,2-oxazines 1. Lewis-acid promoted reaction of 1,2-oxazine 9c with 1-hexyne provided alkynyl-substituted pyridine derivative 12 thus demonstrating the potential of this approach for the synthesis of pyridines.

A cyano-bridged copper(ii)–copper(i) mixed-valence coordination polymer as a source of copper oxide nanoparticles with catalytic activity in C–N, C–O and C–S cross-coupling reactions

2014 ◽  
Vol 38 (9) ◽  
pp. 4267-4274 ◽  
Author(s):  
Manoj Trivedi ◽  
Sanjeev kumar Ujjain ◽  
Raj Kishore Sharma ◽  
Gurmeet Singh ◽  
Abhinav Kumar ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Coordination Polymer ◽  
Copper Oxide ◽  
Mixed Valence ◽  
Cross Coupling ◽  
Copper Oxide Nanoparticles ◽  
Cuo Nanoparticles ◽  
Oxide Nanoparticles ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

A cyano-bridged Cu(ii)–Cu(i) complex was synthesized and transformed into CuO nanoparticles. Their catalytic activity in C–N, C–O, and C–S cross-coupling reactions was explored.

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.

Nickel(II) Schiff base complexes: Synthesis, characterization and catalytic activity in Kumada–Corriu cross-coupling reactions

Polyhedron ◽  
2016 ◽  
Vol 117 ◽  
pp. 90-96 ◽  
Author(s):  
Vladimír Kuchtanin ◽  
Lucia Kleščíková ◽  
Michal Šoral ◽  
Róbert Fischer ◽  
Zdeňka Růžičková ◽  
...  
Keyword(s):  
Schiff Base ◽  
Catalytic Activity ◽  
Cross Coupling ◽  
Schiff Base Complexes ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Effect of Ion Exchange Resin Functionality on Catalytic Activity and Leaching of Palladium Nanoparticles in Suzuki Cross-Coupling Reactions

ChemCatChem ◽  
2016 ◽  
Vol 9 (3) ◽  
pp. 451-457 ◽  
Author(s):  
Beau Van Vaerenbergh ◽  
Jeroen Lauwaert ◽  
Wim Bert ◽  
Joris W. Thybaut ◽  
Jeriffa De Clercq ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Ion Exchange ◽  
Palladium Nanoparticles ◽  
Exchange Resin ◽  
Cross Coupling ◽  
Ion Exchange Resin ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

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.

Air-stable Pd(0) catalyst bearing dual phosphine ligands: a detailed evaluation of air stability and catalytic property in cross-coupling reactions

2020 ◽  
Vol 49 (36) ◽  
pp. 12814-12819
Author(s):  
Ryota Sato ◽  
Takaki Kanbara ◽  
Junpei Kuwabara
Keyword(s):  
Catalytic Activity ◽  
Catalytic Property ◽  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Donor And Acceptor ◽  
Detailed Evaluation ◽  
Good Catalytic Activity

The Pd(0) complex bearing donor and acceptor phosphine ligands shows long-term air stability and good catalytic activity even in a reaction with a relatively inactive substrate.

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