160538-35-2Relevant academic research and scientific papers
Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization
Seo, Tamae,Kubota, Koji,Ito, Hajime
, p. 9884 - 9889 (2020)
Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochemical conditions selectively afford the monoarylated products. The lower reactivity of the crystalline monoarylated products relative to the liquid starting materials should be attributed predominantly to the low diffusion efficiency of the former in the reaction mixture, which results in a selective monoarylation. The present study sheds light on a novel approach using in situ phase transitions in solids to design selective organic transformations that are difficult to achieve via conventional solution-based synthesis.
Palladium (II)–Salan Complexes as Catalysts for Suzuki–Miyaura C–C Cross-Coupling in Water and Air. Effect of the Various Bridging Units within the Diamine Moieties on the Catalytic Performance
Bunda, Szilvia,Joó, Ferenc,Kathó, ágnes,Udvardy, Antal,Voronova, Krisztina
supporting information, (2020/09/18)
Water-soluble salan ligands were synthesized by hydrogenation and subsequent sulfonation of salens (N,N’-bis(slicylidene)ethylenediamine and analogues) with various bridging units (linkers) connecting the nitrogen atoms. Pd (II) complexes were obtained in reactions of sulfosalans and [PdCl4]2?. Characterization of the ligands and complexes included extensive X-ray diffraction studies, too. The Pd (II) complexes proved highly active catalysts of the Suzuki–Miyaura reaction of aryl halides and arylboronic acid derivatives at 80 ?C in water and air. A comparative study of the Pd (II)–sulfosalan catalysts showed that the catalytic activity largely increased with increasing linker length and with increasing steric congestion around the N donor atoms of the ligands; the highest specific activity was 40,000 (mol substrate) (mol catalyst × h)?1. The substrate scope was explored with the use of the two most active catalysts, containing 1,4-butylene and 1,2-diphenylethylene linkers, respectively.
Monoarylation of dibromoarenes by simple palladium catalyst systems: Efficient synthesis of bromobiaryls from dibromoarenes and arylboronic acids
Dong, Cheng-Guo,Liu, Tao-Ping,Hu, Qiao-Sheng
scheme or table, p. 1081 - 1086 (2009/09/30)
The Pd/C/Ph3P- and Pd(PPh3)4/Ph 3P-catalyzed cross-couplings of dibromoarenes with arylboronic acids to form bromobiaryls in good to excellent yields are described. Our study showed that readily available Pd/C/P
