168269-58-7Relevant academic research and scientific papers
Synthesis of electroactive polystyrene derivatives para-substituted with π-conjugated oligothiophene via postgrafting functionalization
Hu, Zhaokang,Reichmanis, Elsa
, p. 1155 - 1162 (2011)
Two electroactive polystyrene derivatives para- substituted with π-conjugated oligothiophene, poly(5-hexyl-5″-(4-vinylphenyl)-2, 2′:5′,2″-terthiophene) (PH3TS), and poly(5-hexyl- 5″″-(4-vinylphenyl)-2,2′:5′,2″:5″, 2″′:5″′,2″″-quinquethiophene) (PH5TS) hav
Irradiation-Induced Palladium-Catalyzed Decarboxylative Heck Reaction of Aliphatic N-(Acyloxy)phthalimides at Room Temperature
Wang, Guang-Zu,Shang, Rui,Fu, Yao
supporting information, p. 888 - 891 (2018/02/10)
It is reported that Pd(PPh3)2Cl2 in combination with 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) under irradiation of blue LEDs efficiently catalyzes a decarboxylative Heck reaction of vinyl arenes and vinyl heteroarenes with aliphatic N-(acyloxy)phthalimides at room temperature. A broad scope of secondary, tertiary, and quaternary carboxylates, including α-amino acid derived esters, can be applied as amenable substrates with high stereoselectivity. The experimental observation was explained by excitation-state reactivity of the palladium complex under irradiation to induce single-electron transfer to activate N-(acyloxy)phthalimides, and to suppress undesired β-hydride elimination of alkyl palladium intermediates.
Irradiation-Induced Heck Reaction of Unactivated Alkyl Halides at Room Temperature
Wang, Guang-Zu,Shang, Rui,Cheng, Wan-Min,Fu, Yao
supporting information, p. 18307 - 18312 (2017/12/27)
The palladium-catalyzed Mizoroki-Heck reaction is arguably one of the most significant carbon-carbon bond-construction reactions to be discovered in the last 50 years, with a tremendous number of applications in the production of chemicals. This Nobel-Prize-winning transformation has yet to overcome the obstacle of its general application in a range of alkyl electrophiles, especially tertiary alkyl halides that possess eliminable β-hydrogen atoms. Whereas most palladium-catalyzed cross-coupling reactions utilize the ground-state reactivity of palladium complexes under thermal conditions and generally apply a single ligand system, we report that the palladium-catalyzed Heck reaction proceeds smoothly at room temperature with a variety of tertiary, secondary, and primary alkyl bromides upon irradiation with blue light-emitting diodes in the presence of a dual phosphine ligand system. We rationalize that this unprecedented transformation is achieved by utilizing the photoexcited-state reactivity of the palladium complex to enhance oxidative addition and suppress undesired β-hydride elimination.
A highly stereoselective and efficient catalytic approach for the synthesis of trans-stilbene–arenes as π-conjugated materials
Majchrzak, Mariusz,Wilkowski, Grzegorz,Kubicki, Maciej
supporting information, p. 4291 - 4299 (2018/10/05)
The potential expansion of the variety of catalytic methods for carbon–carbon bond formation is explored in many research centers all over the world. In this work, we describe very precise and controlled catalytic transformations as useful tools for the synthesis of new trans-π-conjugated molecular organic compounds. The combination of Suzuki–Miyaura coupling and cross-metathesis reactions is established as a simple and efficient method for the design of new (E)-stilbenes in the presence of well-defined transition-metal catalysts at 0.0001–1 % loadings. All of the desired products are isolated in good-to-excellent yields (up to 96 % isolated yield) with high purity.
Synthesis of new styrylarenes via Suzuki-Miyaura coupling catalysed by highly active, well-defined palladium catalysts
Kostera, Sylwia,Kownacki, Ireneusz,Kubicki, Maciej,Majchrzak, Mariusz
supporting information, p. 15535 - 15539 (2015/11/25)
An efficient synthetic route for well-defined palladium(0) complexes [Pd(η2-dba)(PPh3)2] (2), [Pd(η2-dba)(PCy3)2] (3) and their crystallographic structures is reported. This is the first crystallographic characterization of palladium complexes coordinated with one dibenzylideneacetone and two phosphines. A highly effective, fully controlled method for selective synthesis of mono- (5-9) and distyrylarenes (10-15) via Suzuki-Miyaura coupling is described. ? The Royal Society of Chemistry 2013.
A rapid and efficient catalysis system for the synthesis of 4-vinylbiphenyl derivatives
Ma, Xiaowei,Liu, Yan,Liu, Ping,Xie, Jianwei,Dai, Bin,Liu, Zhiyong
, p. 707 - 710 (2013/12/04)
A series of 4-vinylbiphenyl derivatives were synthesized by Pd(OAc) 2/PCy3-catalyzed Suzuki-Miyaura reaction in the presence of K3PO4.3H2O as base in toluene at 80°C for only 10-30 min, and the corresponding products achieved 65-98% yields. According to this efficient C - C bond-forming method, the obtained yields of 4-vinylbiphenyl liquid crystal compounds were up to 92-96%. Copyright
New polymer-supported organosilicon reagents
Fauvel, Anne,Deleuze, Herve,Landais, Yannick
, p. 3900 - 3910 (2007/10/03)
New polymer-supported organosilanes have been prepared using two different strategies. These involved the synthesis of soluble and insoluble supports through the copolymerization of styrene and monomers containing a thiophene ring. Selective metallation o
