114468-31-4Relevant academic research and scientific papers
Palladium-Imidazolium Carbene Catalyzed Mizoroki-Heck Coupling with Aryl Diazonium Ions
Andrus, Merritt B.,Song, Chun,Zhang, Jiuqing
, p. 2079 - 2082 (2002)
(Matrix Presented) Catalyst formed from N,N-bis(2,6-diisopropylphenyl)dihydroimidazolium chloride and palladium(II) acetate (2 mol %) was used, without added base, to efficiently produce Heck coupled products with olefins and aryl diazonium tetrafluoroborate substrates. The reactions were performed at room temperature, giving product in 2-4 h with 80-90% yields for isolated materials. Diazonium ions, formed in situ directly from anilines, also couple under these conditions.
A facile tandem double-dehydrative-double-Heck olefination strategy for pot-economic synthesis of (E)-distyrylbenzenes as multi-target-directed ligands against Alzheimer's disease employing C. elegans model
Andhare, Nitin H.,Thopate, Yogesh,Shamsuzzama,Kumar, Lalit,Sharma, Tanuj,Siddiqi,Sinha, Arun K.,Nazir, Aamir
, p. 1655 - 1667 (2018)
A concise, one pot and regioselective access to (E)-distyrylbenzenes (DSBs) from arylhalide and secondary phenylenediethanol, a stable precursor for in situ generation of divinylbenzene (DVB) to avoid its polymerization, is described for construction of double C–C bond formation via tandem double-dehydrative-double-Heck (D-D-D-H) reaction using Palladium and ionic liquid [hmim]Br as a cooperative catalyst. It is noteworthy that this pot-economy approach also provides direct synthesis of hydroxylated distyrylbenzenes without requirement of protection-deprotection strategy. Importantly, the synthesized DSBs are tested for their protective activity against β amyloid reduction, acetylcholine esterase inhibition, lipid lowering and reactive oxygen species (ROS) reduction properties in transgenic Caenorhabditis elegans model wherein 1,3-bis((E)-4-(trifluoromethyl)styryl)benzene (5c) is found to be active across all above factors thus presenting lead molecule within multi-target-directed ligands (MTDLs) approach. Molecular docking studies were also performed to understand the interactions of potent DSBs with receptors.
Photochemistry of Electron-Rich 1,3-Distyrylbenzenes
Noller, Klaus,Kosteyn, Frank,Meier, Herbert
, p. 1609 - 1616 (2007/10/02)
The 1,3-distyrylbenzenes 3, containing up to seven alkoxy groups, are subjected to the oxidative photocyclization.Elimination of methanol (3bb -> 7bb, 3bf -> 7bf) and quinone oxidation can occur as competitive or consecutive reactions in the formation of the products 6, 7, and 8.Selfsensitized generation of singlet oxygen by 6bf can lead to endoperoxide formation (6bf -> 11).
