The copper-free Sonogashira cross-coupling reaction promoted by palladium complexes of nitrogen-containing chelating ligands in neat water at room temperature

2014 ◽  
Vol 43 (5) ◽  
pp. 2098-2103 ◽  
Author(s):  
Hong Zhong ◽  
Jinyun Wang ◽  
Liuyi Li ◽  
Ruihu Wang
2013 ◽  
Vol 54 (26) ◽  
pp. 3374-3377 ◽  
Author(s):  
Gérald Enderlin ◽  
Guillaume Sartori ◽  
Gwénaëlle Hervé ◽  
Christophe Len

Synlett ◽  
2017 ◽  
Vol 28 (16) ◽  
pp. 2153-2156 ◽  
Author(s):  
Wen-Ting Wei ◽  
Hongze Liang ◽  
Wen-Ming Zhu ◽  
Weida Liang ◽  
Yi Wu ◽  
...  

A radical–radical cross-coupling reaction of phenols with tert-butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C–N bonds under an air atmosphere at room temperature, providing the ortho-nitrated phenol derivative in moderate to good yields.


2017 ◽  
Vol 2017 ◽  
pp. 1-12 ◽  
Author(s):  
Radomir Jasiński ◽  
Oleg M. Demchuk ◽  
Dmytro Babyuk

The DFT calculations of the simplified model of the asymmetric Suzuki–Miyaura coupling reaction were performed at the M062x/LANL2DZ theory level at first. It was found that enantioselective reactions mediated by the palladium complexes of chiral C,P-ligands follow a four-stage mechanism similar to that proposed previously as one of the most credible mechanisms. It should be underlined that the presence of substituents in the substrates and the chiral ligand at ortho positions determines the energies of possible diastereoisomeric transition states and intermediates in initial reaction steps. This suggests that, in practice, a sharp selection of theoretically possible paths of chirality transfer from the catalyst to the product should have a place and, therefore, the absolute configuration of the formed atropisomeric product is defined and can be predicted.


Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2714 ◽  
Author(s):  
Matteo Savastano ◽  
Paloma Arranz-Mascarós ◽  
Maria Paz Clares ◽  
Rafael Cuesta ◽  
Maria Luz Godino-Salido ◽  
...  

A new G-(H2L)-Pd heterogeneous catalyst has been prepared via a self-assembly process consisting in the spontaneous adsorption, in water at room temperature, of a macrocyclic H2L ligand on graphene (G) (G + H2L = G-(H2L)), followed by decoration of the macrocycle with Pd2+ ions (G-(H2L) + Pd2+ = G-(H2L)-Pd) under the same mild conditions. This supramolecular approach is a sustainable (green) procedure that preserves the special characteristics of graphene and furnishes an efficient catalyst for the Cu-free Sonogashira cross coupling reaction between iodobenzene and phenylacetylene. Indeed, G-(H2L)-Pd shows an excellent conversion (90%) of reactants into diphenylacetylene under mild conditions (50 °C, water, aerobic atmosphere, 14 h). The catalyst proved to be reusable for at least four cycles, although decreasing yields down to 50% were observed.


RSC Advances ◽  
2016 ◽  
Vol 6 (34) ◽  
pp. 28981-28985 ◽  
Author(s):  
Manashi Sarmah ◽  
Anindita Dewan ◽  
Manoj Mondal ◽  
Ashim J. Thakur ◽  
Utpal Bora

The conversion of waste papaya-bark to ash–water extract via low-temperature combustion, and its utilization as an efficient and eco-friendly in situ basic medium for Suzuki–Miyaura cross-coupling reaction at room temperature are reported.


RSC Advances ◽  
2015 ◽  
Vol 5 (48) ◽  
pp. 38085-38092 ◽  
Author(s):  
Tahshina Begum ◽  
Manoj Mondal ◽  
Pradip K. Gogoi ◽  
Utpal Bora

A novel Pd@imine-SiO2 catalyst was prepared and found to exhibit excellent catalytic activity in a Suzuki-Miyaura cross-coupling reaction under aqueous media at room temperature.


2017 ◽  
Vol 443 ◽  
pp. 125-130 ◽  
Author(s):  
Jia-Qi Liu ◽  
Jun-Juan Yang ◽  
Jun-Fei Li ◽  
Kai Li ◽  
Xue-Dong Xiao ◽  
...  

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