Recyclable Sonogashira coupling reactions in an ionic liquid, effected in the absence of both a copper salt and a phosphineElectronic supplementary information (ESI) available: experimental details. See http://www.rsc.org/suppdata/cc/b4/b402477j/

2004 ◽  
pp. 1306 ◽  
Author(s):  
Soon Bong Park ◽  
Howard Alper
Keyword(s):  
Ionic Liquid ◽  
Copper Salt ◽  
Supplementary Information ◽  
Coupling Reactions ◽  
Sonogashira Coupling

scholarly journals Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids

2019 ◽  
Vol 15 ◽  
pp. 2907-2913 ◽  
Author(s):  
László Orha ◽  
József M Tukacs ◽  
László Kollár ◽  
László T Mika
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Reaction Medium ◽  
Cross Coupling ◽  
Environmental Efficiency ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Mild Conditions ◽  
Palladium Catalyzed ◽  
Alternative Reaction Medium

It was demonstrated that the γ-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized acetylenes under mild conditions. Twenty-two cross-coupling products were isolated with good to excellent yields (72–99%) and purity (>98%). These results represent an example which proves that biomass-derived safer solvents can be utilized efficiently in common, industrially important transformations exhibiting higher chemical and environmental efficiency.

Synthesis and characterization of γ-Fe2O3@SiO2–(CH2)3–PDTC–Pd magnetic nanoparticles: a new and highly active catalyst for the Heck/Sonogashira coupling reactions

2019 ◽  
Vol 43 (23) ◽  
pp. 8930-8938 ◽  
Author(s):  
Zahra Tashrifi ◽  
Saeed Bahadorikhalili ◽  
Hossein Lijan ◽  
Samira Ansari ◽  
Haleh Hamedifar ◽  
...  
Keyword(s):  
Magnetic Nanoparticles ◽  
Active Catalyst ◽  
Synthesis And Characterization ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Highly Active ◽  
Novel Catalyst

A novel catalyst is synthesized based on the immobilization of palladium on γ-Fe2O3@SiO2–(CH2)3–PDTC nanoparticles and is used as a highly active catalyst for the Heck/Sonogashira 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.

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