83495-26-5Relevant academic research and scientific papers
Pd-PEPPSI Complexes bearing bulky [(1,2-Di-(tert-butyl)acenaphthyl] (DtBu-An) on N-heterocarbene backbones: Highly efficient for suzuki-miyaura cross-coupling under aerobic conditions
Lan, Xiao-Bing,Chen, Fu-Min,Ma, Bei-Bei,Shen, Dong-Sheng,Liu, Feng-Shou
, p. 3852 - 3860 (2016/12/07)
With the goal of achieving highly efficient palladium-catalyzed cross-coupling reactions under mild reaction conditions, the Pd-PEPPSI complexes C1 and C2 bearing 1,2-di(tert-butyl)acenaphthyl (DtBu-An) backbones were synthesized and characterized, and their use in Suzuki-Miyaura cross-coupling was investigated. The effects of catalyst structure and reaction conditions on the cross-coupling efficiency were evaluated in detail. The significant differences in catalytic activity compared with classical PEPPSI-IPr and PEPPSI-IPrAn precatalysts are discussed, where the axial sterics on the backbone play an important role. At low palladium loadings of 0.05-0.1 mol % and upon the addition of the relatively weak base K3PO4, the palladium complex C1 was found to be highly efficient for the coupling of (hetero)aryl chlorides with arylboronic acids under aerobic conditions, affording the corresponding biaryls in excellent yields.
A Novel Friedel-Crafts Type Reaction of 2-Chlorothiophene with Some Active Aromatic Compounds
Sone, Tyo,Yokoyama, Ryoji,Okuyama, Yohko,Sato, Kazuaki
, p. 83 - 88 (2007/10/02)
2-Chlorothiophene (1) was found to easily react with certain active aromatic compounds (2) in the presence of AlCl3 under mild conditions, yielding the corresponding 2-arylthiophenes (3) and 5-chloro-2,2'-bithienyl (5) as the main products.With compounds more reactive than 1, the formation of 3 predominated.Reactions of 1 with aryl alkyl ethers, for example, afforded the corresponding 3 in 44-83percent yields in one step.
