Highly Efficient Bulkyα-Diimine Palladium Complexes for Suzuki-Miyaura Cross-Coupling Reaction

2017 ◽  
Vol 35 (3) ◽  
pp. 363-367 ◽  
Author(s):  
Ping Huo ◽  
Jingbo Li ◽  
Wanyun Liu ◽  
Guangquan Mei
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.


Catalysts ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 86 ◽  
Author(s):  
Xiaogang Li ◽  
Wenbin Zhang ◽  
Leiqing Fu ◽  
Mengping Guo

In this study, a convenient and highly efficient catalytic system for the Suzuki-Miyaura coupling reaction was investigated under mild conditions. A combination of Pd(CH3CN)2Cl2 and pipecolinic acid showed excellent catalytic performance and afforded high turnover numbers; turnover numbers were up to 4.9 × 105 for the coupling reaction of 4-bromobenzoic acid and tetraphenylboron sodium. The catalytic system was also effective for the indexes of 4-bromobenzoic acid, and high turnover numbers were obtained.


2015 ◽  
Vol 39 (3) ◽  
pp. 2106-2115 ◽  
Author(s):  
Hong Zhao ◽  
Yuanyuan Jiang ◽  
Qiurong Chen ◽  
Mingzhong Cai

A heterogeneous copper-catalyzed cross-coupling reaction of diaryl diselenides with organoboronic acids for the synthesis of diorganyl selenides has been described.


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