Ionic liquid immobilized Cu(I)-Hydrazone-Triphenylphosphine Complex: An Easily recyclable Catalytic System for Suzuki and Heck Cross Couplings

2021 ◽  
Author(s):  
Dileep Ramakrishna
Keyword(s):  
Ionic Liquid ◽  
Catalytic System ◽  
Catalyst Concentration ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Reaction Conditions ◽  
Cross Coupling Reactions ◽  
Ethyl Methyl ◽  
Triphenylphosphine Complex ◽  
Effects Of Temperature

A highly efficient, reusable catalytic system towards Heck and Suzuki cross-coupling reactions was observed for an inexpensive copper complex dispersed in ethyl-methyl imidazolium hexafluorophosphate medium, [EMIM] PF6. The reaction conditions were optimized by studying the effects of temperature, catalyst concentration, solvent and time. The method functions for a variety of substrates towards the cross coupling reactions. Most notably, the catalyst-ionic liquid mixture was easily recoverable and reused for six times without much loss in the catalytic activity, causing significantly a very low impact on the environment.

A Co–Cu bimetallic magnetic nanocatalyst with synergistic and bifunctional performance for the base-free Suzuki, Sonogashira, and C–N cross-coupling reactions in water

2020 ◽  
Vol 49 (30) ◽  
pp. 10645-10660 ◽  
Author(s):  
Mohammad Ali Nasseri ◽  
Zinat Rezazadeh ◽  
Milad Kazemnejadi ◽  
Ali Allahresani
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Recyclable Catalyst ◽  
Coupling Reactions ◽  
Magnetic Nanocatalyst ◽  
Reaction Conditions ◽  
Cross Coupling Reactions

A novel bimetallic catalytic system based on Cu/Co has been developed and used as an efficient, eco-friendly, and recyclable catalyst for base- and Pd-free Sonogashira, Suzuki and C–N cross-coupling reactions in mild reaction conditions.

Novel cross-coupling reactions between organotellurides and Grignard reagents employing a MnCl2/CuI catalytic system

2012 ◽  
Vol 53 (28) ◽  
pp. 3556-3559 ◽  
Author(s):  
Marcio S. Silva ◽  
Renan S. Ferrarini ◽  
Bruno A. Sousa ◽  
Fabiano T. Toledo ◽  
João V. Comasseto ◽  
...  
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

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.

Oxidative C−H/C−H Cross-Coupling Reactions between N -Acylanilines and Benzamides Enabled by a Cp*-Free RhCl3 /TFA Catalytic System

2018 ◽  
Vol 130 (29) ◽  
pp. 9246-9250 ◽  
Author(s):  
Yang Shi ◽  
Luoqiang Zhang ◽  
Jingbo Lan ◽  
Min Zhang ◽  
Fulin Zhou ◽  
...  
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

scholarly journals Synthesis of 9-arylalkynyl- and 9-aryl-substituted benzo[b]quinolizinium derivatives by Palladium-mediated cross-coupling reactions

2018 ◽  
Vol 14 ◽  
pp. 1871-1884 ◽  
Author(s):  
Siva Sankar Murthy Bandaru ◽  
Darinka Dzubiel ◽  
Heiko Ihmels ◽  
Mohebodin Karbasiyoun ◽  
Mohamed M A Mahmoud ◽  
...  
Keyword(s):  
Emission Intensity ◽  
Binding Constants ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Reaction Conditions ◽  
Quadruplex Dna ◽  
Cross Coupling Reactions ◽  
Sonogashira Coupling Reaction

9-Arylbenzo[b]quinolizinium derivatives were prepared with base-free Suzuki–Miyaura coupling reactions between benzo[b]quinolizinium-9-trifluoroborate and selected benzenediazonium salts. In addition, the Sonogashira coupling reaction between 9-iodobenzo[b]quinolizinium and the arylalkyne derivatives yielded four novel 9-(arylethynyl)benzo[b]quinolizinium derivatives under relatively mild reaction conditions. The 9-(N,N-dimethylaminophenylethynyl)benzo[b]quinolizinium is only very weakly emitting, but the emission intensity increases by a factor >200 upon protonation, so that this derivative may operate as pH-sensitive light-up probe. Photometric and fluorimetric titrations of duplex and quadruplex DNA to 9-(arylethynyl)benzo[b]quinolizinium derivatives revealed a significant binding affinity of these compounds towards both DNA forms with binding constants ofKb= 0.2–2.2 × 105M−1.

Regiospecific Palladium-Catalyzed Cross-Coupling Reactions Using the Operational Equivalent of 1,3-Dilithiopropyne

Synthesis ◽  
2020 ◽  
Vol 52 (16) ◽  
pp. 2387-2394 ◽  
Author(s):  
Jorge A. Cabezas ◽  
Natasha Ferllini
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkyne ◽  
Copper Iodide ◽  
Reaction Conditions ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
High Yields

A regiospecific palladium-catalyzed cross-coupling reaction using the operational equivalent of the dianion 1,3-dilithiopropyne, with aromatic iodides is reported. This reaction gives high yields of 1-propyn-1-yl-benzenes and 2-(propyn-1-yl)thiophenes in the presence of catalytic amounts of palladium(0) or (II) and stoichiometric amounts of copper iodide. No terminal alkyne or allene isomers were detected. Reaction conditions were very mild and several functional groups were tolerated.

Application of a 2-aryl indenylphosphine ligand in the Buchwald–Hartwig cross-coupling reactions of aryl and heteroaryl chlorides under the solvent-free and aqueous conditions

2017 ◽  
Vol 15 (27) ◽  
pp. 5805-5810 ◽  
Author(s):  
Yan Liu ◽  
Jia Yuan ◽  
Zi-Fei Wang ◽  
Si-Hao Zeng ◽  
Meng-Yue Gao ◽  
...  
Keyword(s):  
Catalytic System ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Solvent Free ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Aqueous Conditions

An efficient solvent-free and aqueous protocol for the Buchwald–Hartwig cross-coupling reaction has been developed. Notably, the catalytic system also efficiently catalyzed the reaction under aqueous conditions.

A simple catalytic system based on PdCl2(CH3CN)2 in water for cross-coupling reactions using diazonium salts

Tetrahedron ◽  
2013 ◽  
Vol 69 (46) ◽  
pp. 9761-9765 ◽  
Author(s):  
Ouissam El Bakouri ◽  
Martí Fernández ◽  
Sandra Brun ◽  
Anna Pla-Quintana ◽  
Anna Roglans
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Diazonium Salts ◽  
Coupling Reactions ◽  
Cross Coupling Reactions
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