Synthesis of N-heterocyclic carbene-Pd(II)-5-phenyloxazole complexes and initial studies of their catalytic activity toward the Buchwald-Hartwig amination of aryl chlorides

Author(s):  
Zhi-Mao Zhang ◽  
Yu-Ting Xu ◽  
Li-Xiong Shao
RSC Advances ◽  
2019 ◽  
Vol 9 (63) ◽  
pp. 36600-36607 ◽  
Author(s):  
Yizhu Lei ◽  
Zaifei Chen ◽  
Guangxing Li

A palladium/phosphorus-functionalized porous organic polymer with tunable surface wettability was successfully prepared. The catalyst displayed high catalytic activity for the water-mediated Suzuki–Miyaura coupling reaction of aryl chlorides.


2014 ◽  
Vol 33 (7) ◽  
pp. 1587-1593 ◽  
Author(s):  
Pei Huang ◽  
Yi-Xiang Wang ◽  
Hong-Fei Yu ◽  
Jian-Mei Lu

2016 ◽  
Vol 14 (8) ◽  
pp. 2563-2571 ◽  
Author(s):  
Feng Liu ◽  
Yi-Ran Zhu ◽  
Lu-Gan Song ◽  
Jian-Mei Lu

N-Heterocyclic carbene–PdCl2–(iso)quinoline complexes were synthesized and they showed efficient catalytic activity in the C–N coupling of aryl chlorides.


2018 ◽  
Vol 47 (24) ◽  
pp. 8003-8012 ◽  
Author(s):  
Erika Asano ◽  
Yuki Hatayama ◽  
Nobutaka Kurisu ◽  
Atsufumi Ohtani ◽  
Toru Hashimoto ◽  
...  

The synthesis of acetylacetoneto-based pincer-type nickel(ii) complexes and their catalytic activity were investigated.


2013 ◽  
Vol 16 (1) ◽  
pp. 79
Author(s):  
A.T. Khabiyev ◽  
B.S. Selenova

<p>This study examined investigation of catalytic activity of aryl-ferrocenyl-phosphine (2-methoxyphenyl diferrocenyl phosphine (cat. 1), 2-tert-butyloxyphenyl diferrocenyl phosphine (cat. 2), 2-methoxynaphtyl diferrocenyl phosphine (cat. 3), 1,1’-bis(diphenylphosphino) ferrocene (cat. 4), phenyl diferrocenyl phosphine (cat. 5)) ligands with palladium salts as precursors in Suzuki–Miyaura reaction. Suzuki–Miyaura reaction is one of the important cross-coupling reactions and extremely powerful in forming C–C bonds. Aryl-ferrocenyl-phosphine ligands confer unprecedented activity for these processes, allowing reactions to be performed at low catalyst levels, to prepare extreme This study examined investigation of catalytic activity of aryl-ferrocenyl-phosphine (2-methoxyphenyl diferrocenyl phosphine (cat. 1), 2-tert-butyloxyphenyl diferrocenyl phosphine (cat. 2), 2-methoxynaphtyl diferrocenyl phosphine (cat. 3), 1,1’-bis(diphenylphosphino) ferrocene (cat. 4), phenyl diferrocenyl phosphine (cat. 5)) ligands with palladium salts as precursors in Suzuki–Miyaura reaction. Suzuki–Miyaura reaction is one of the important cross-coupling reactions and extremely powerful in forming C–C bonds. Aryl-ferrocenyl-phosphine ligands confer unprecedented activity for these processes, allowing reactions to be performed at low catalyst levels, to prepare extremely hindered biaryls and to be carried out, in general, also for reactions of aryl chlorides by temperature 100 ºC and pressure 1 atm. Sterically demanding and strongly Lewis-basic ferrocene-based phosphines are water- and oxygen-resistant. The Suzuki–Miyaura reaction is also an important reaction in the ground and fine organic synthesis, in the production of drugs and intermediates. To analyze the conversion of halogen aryl compounds the <sup>1</sup>H NMR spectroscopy was used. The advantage of Suzuki–Miyaura reaction in comparison with other cross-coupling reactions (Kumada-, Heck-, Heck-Carbonylation-, Murahashi-, Sonogashira-, Negishi-, Stille-reaktion, etc.) is in the usage of low toxic, water- and oxygen-insensitive thermostable organoboron compounds. As boronic acid was used phenylboronic acid and as weak base – potassium phosphate. Catalyst, precursor and weak base were dissolved in toluene. All reactions were performed under an atmosphere of nitrogen or argon. The catalytic cycle of Suzuki–Miyaura reaction typically includes three main steps: oxidative addition of the haloaromatic to catalytic active palladium (0) species, transmetalation, and reductive elimination of the product under back formation of catalytically active species. All used catalysts showed good activity with aryl bromides and weak activity with aryl chlorides.</p>


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