scholarly journals Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst

Molecules ◽  
2019 ◽  
Vol 24 (2) ◽  
pp. 288 ◽  
Author(s):  
Silvia Tabasso ◽  
Emanuela Calcio Gaudino ◽  
Elisa Acciardo ◽  
Maela Manzoli ◽  
Agnese Giacomino ◽  
...  
Keyword(s):  
Bond Activation ◽  
Cross Coupling ◽  
Sustainable Chemistry ◽  
Coupling Reactions ◽  
Green Solvents ◽  
Heterogeneous Catalytic ◽  
Microwave Assisted ◽  
Cross Coupling Reactions ◽  
Heterogeneous Catalytic System ◽  
Increasing Demand

Transition-metal mediated C–H bond activation and functionalization is one of the most straightforward and powerful tools in modern organic synthetic chemistry. Oxidative C–H/C–H coupling reactions between two (hetero)arenes under heterogeneous catalysis may be a valuable means for the production of a plethora of bi(hetero)aryls, and one that adheres to the increasing demand for atom-economic and sustainable chemistry. We have therefore developed a reusable heterogeneous catalytic system, which is based on Pd cross-linked β-cyclodextrin, to perform an efficient microwave-assisted oxidative C–H/C–H cross coupling process between benzothiazoles and methyl thiophene in the presence of green solvents.

Microwave-Assisted Aqueous Suzuki Cross-Coupling Reactions

1999 ◽  
Vol 64 (11) ◽  
pp. 3885-3890 ◽  
Author(s):  
Carsten G. Blettner ◽  
Wilfried A. König ◽  
Wolfgang Stenzel ◽  
Theo Schotten
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Microwave Assisted ◽  
Cross Coupling Reactions

scholarly journals DFT Study of Unstrained Ketone C-C Bond Activation via Rhodium(I)-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions

2019 ◽  
Author(s):  
Dengmengfei Xiao ◽  
Lili Zhao ◽  
Diego Andrada
Keyword(s):  
Density Functional ◽  
Bond Activation ◽  
Chemical Reactivity ◽  
Cross Coupling ◽  
Underlying Mechanism ◽  
Reductive Elimination ◽  
Coupling Reactions ◽  
Co Catalysts ◽  
Cross Coupling Reactions ◽  
Strain Model

Unstrained cyclic ketones can participate in cooperative Suzuki-Miyaura cross-coupling type reaction using rhodium(I)-based catalyst via C-C bond activation. The regioselectivity indicates a trend where the most substituted side is activated and it is controlled by the beta-substituents. In this work, Density Functional Theory (DFT) calculations have been carried out to disclose the underlying mechanism in the reaction of a ketone series and arylboronate using ylidene as ancillary ligand and pyridine as co-catalysts. The computed energies suggest the reductive elimination step with the highest energy while the reductive elimination has the highest energy barrier. By the means of the Activation Strain Model (ASM) of chemical reactivity, it is found that the ketone strain energy released on the oxidative addition does not control the relativity of the OA reactivity, but indeed is the interaction energy between Rh(I) and C-C bond the ruling effect. The effect of the beta-substituents on regioselectivity has been additionally studied.

Microwave-Assisted Heterogeneous Cross-Coupling Reactions Catalyzed by Nickel-in-Charcoal (Ni/C)

2006 ◽  
Vol 1 (3) ◽  
pp. 417-429 ◽  
Author(s):  
Bruce H. Lipshutz ◽  
Bryan A. Frieman ◽  
Ching-Tien Lee ◽  
Asher Lower ◽  
Danielle M. Nihan ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Microwave Assisted ◽  
Cross Coupling Reactions
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