27331-37-9Relevant articles and documents
Sterically enhanced 2-iminopyridylpalladium chlorides as recyclable ppm-palladium catalyst for Suzuki–Miyaura coupling in aqueous solution
Lin, Wenhua,Zhang, Liping,Ma, Yanping,Liang, Tongling,Sun, Wen-Hua
, (2021/10/20)
Sterically hindered 2-iminopyridine derivatives and their palladium chlorides complexes are designed and prepared, which efficiently promote the Suzuki–Miyaura coupling (SMC) reaction in aqueous solution. Besides the good to excellent yields and broad substrate scope, these catalysts can be reused for at least four new batches of the substrates. Spontaneous separation of coupling products in the aqueous reaction medium is the additional striking feature of this catalytic process. Furthermore, catalytic performance of palladium complexes bearing the azo-bridged phenyl groups was greatly influenced by the UV irradiation due to the cis/trans photoisomerization of azo unit of the catalysts. In conclusion, titled palladium complexes provide a green, sustainable, cost-effective, and convenient process to synthesize SMC products at multi-gram-scale reaction.
Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids
Zhang, Dejiang,Le, Liyuan,Qiu, Renhua,Wong, Wai-Yeung,Kambe, Nobuaki
supporting information, p. 3104 - 3114 (2020/12/11)
A strategy for the formation of antimony-carbon bond was developed by nickel-catalyzed cross-coupling of halostibines. This method has been applied to the synthesis of various triaryl- and diarylalkylstibines from the corresponding cyclic and acyclic halostibines. This protocol showed a wide substrate scope (72 examples) and was compatible to a wide range of functional groups such as aldehyde, ketone, alkene, alkyne, haloarenes (F, Cl, Br, I), and heteroarenes. A successful synthesis of arylated stibine 3 a in a scale of 34.77 g demonstrates high synthetic potential of this transformation. The formed stibines (R3Sb) were then used for the palladium-catalyzed carbon–carbon bond forming reaction with aryl boronic acids [R?B(OH)2], giving biaryls with high selectivity, even the structures of two organomoieties (R and R′) are very similar. Plausible catalytic pathways were proposed based on control experiments.
Suzuki coupling reactions catalyzed by Schiff base supported palladium complexes bearing the vitamin B6 cofactor
Neshat, Abdollah,Gholinejad, Mohammad,?zcan, Hafize,Khosravi, Faezeh,Mobarakeh, Ali Mousavizadeh,Zaim, ?mer
, (2021/03/29)
Novel Schiff bases were synthesized by condensing aromatic amines with pyridoxal-5’-phosphate and characterized by using FT-IR, 1H NMR, and 13C NMR spectroscopic techniques. The resulting Schiff bases were utilized as bidentate ligands, coordinating via imine nitrogen and phenolate oxygen atoms, to stabilize palladium ions. Aryl substituents on imine nitrogen allowed for fine tuning of the stereoelectronic properties of the Schiff bases. The catalytic activity of the selected palladium complexes was investigated in the Suzuki cross-coupling reaction of a series of aryl halides with boronic acids in H2O/EtOH (1:1). Out of four complexes investigated in the cross-coupling reactions, Pd(L8)2, bearing a methoxy substituent on aryl imine, showed the highest activity at low catalyst loading. The scope of the reaction was also investigated with 26 samples.
