Magnetic Nanoparticles as an Orthogonal Support of Polymer Resins:  Applications to Solid-Phase Suzuki Cross-Coupling Reactions

2006 ◽  
Vol 71 (2) ◽  
pp. 537-542 ◽  
Author(s):  
Yan Zheng ◽  
Philip D. Stevens ◽  
Yong Gao
Keyword(s):  
Magnetic Nanoparticles ◽  
Solid Phase ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Solid-phase Suzuki cross-coupling reactions using a phosphine ligand based on a phospha-adamantane framework

2004 ◽  
Vol 45 (29) ◽  
pp. 5661-5663 ◽  
Author(s):  
Stephan A. Ohnmacht ◽  
Tim Brenstrum ◽  
Konrad H. Bleicher ◽  
James McNulty ◽  
Alfredo Capretta
Keyword(s):  
Solid Phase ◽  
Cross Coupling ◽  
Phosphine Ligand ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Solid-Phase Synthesis of Oligo(triacetylene)s and Oligo(phenylenetriacetylene)s EmployingSonogashira andCadiotChodkiewicz-Type Cross-Coupling Reactions

2004 ◽  
Vol 87 (3) ◽  
pp. 698-718 ◽  
Author(s):  
Nils F. Utesch ◽  
François Diederich ◽  
Corinne Boudon ◽  
Jean-Paul Gisselbrecht ◽  
Maurice Gross
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Phase Synthesis ◽  
Cross Coupling Reactions

scholarly journals Magnetically Recoverable Nanoparticulate Catalysts for Cross-Coupling Reactions: The Dendritic Support Influences the Catalytic Performance

Nanomaterials ◽  
2021 ◽  
Vol 11 (12) ◽  
pp. 3345
Author(s):  
Nina V. Kuchkina ◽  
Svetlana A. Sorokina ◽  
Alexey V. Bykov ◽  
Mikhail G. Sulman ◽  
Lyudmila M. Bronstein ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Magnetic Nanoparticles ◽  
Magnetic Separation ◽  
Reaction Times ◽  
Cross Coupling ◽  
Pd Nanoparticles ◽  
Coupling Reactions ◽  
Green Solvents ◽  
Cross Coupling Reactions ◽  
Strong Stabilization

Carbon-carbon cross-coupling reactions are among the most important synthetic tools for the preparation of pharmaceuticals and bioactive compounds. However, these reactions are normally carried out using copper, phosphines, and/or amines, which are poisonous for pharmaceuticals. The use of nanocomposite catalysts holds promise for facilitating these reactions and making them more environmentally friendly. In the present work, the PEGylated (PEG stands for poly(ethylene glycol) pyridylphenylene dendrons immobilized on silica loaded with magnetic nanoparticles have been successfully employed for the stabilization of Pd2+ complexes and Pd nanoparticles. The catalyst developed showed excellent catalytic activity in copper-free Sonogashira and Heck cross-coupling reactions. The reactions proceeded smoothly in green solvents at low palladium loading, resulting in high yields of cross-coupling products (from 80% to 97%) within short reaction times. The presence of magnetic nanoparticles allows easy magnetic separation for repeated use without a noticeable decrease of catalytic activity due to the strong stabilization of Pd species by rigid and bulky dendritic ligands. The PEG dendron periphery makes the catalyst hydrophilic and better suited for green solvents. The minor drop in activity upon the catalyst reuse is explained by the formation of Pd nanoparticles from the Pd2+ species during the catalytic reaction. The magnetic separation and reuse of the nanocomposite catalyst reduces the cost of target products as well as energy and material consumption and diminishes residual contamination by the catalyst. These factors as well as the absence of copper in the catalyst makeup pave the way for future applications of such catalysts in cross-coupling reactions.

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