13480-38-1Relevant articles and documents
[IL]2[PdCl4] complexes (IL = imidazolium cation) as efficient catalysts for Suzuki-Miyaura cross-coupling of aryl bromides and aryl chlorides
Silarska,Trzeciak,Pernak,Skrzypczak
, p. 216 - 223 (2013)
Palladium complexes of the type [IL]2[PdCl4] (IL = imidazolium cation) were found to be very active catalysts for the Suzuki-Miyaura reaction of 2-bromotoluene with phenylboronic acid carried out in 2-propanol or 2-propanol/water at 40°C using normal heating or microwaves as a heating source. In 2-propanol, the highest yields (89% and 85%) were obtained for [dmiop]2[PdCl4] and [dmdim][PdCl4] (dmiop = 1,2-dimethyl-3-propoxymethyl imidazolium cation, dmdim = 3,3′-[1,7-(2,6-dioxaheptane)]bis(1,2-dimethylimidazolium) cation) containing cations substituted at the C2 carbon with a methyl group. In the presence of water, all [IL]2[PdCl4] complexes produced ca. 90% of 2-methylbiphenyl. Very good results were also obtained in the Suzuki-Miyaura reaction of different aryl bromides and chlorides. For example, the conversion of 2-chlorotoluene was 71% at 70°C. During the catalytic reaction, the formation of Pd(0) nanoparticles was evidenced by TEM. Mechanistic studies, including Hg(0) tests, showed that Pd(0) nanoparticles acted as a source of catalytically active soluble palladium species.
Suzuki-Miyaura and Hiyama coupling catalyzed by PEPPSI-type complexes with non-bulky NHC ligand
Osińska, Marta,Gniewek, Andrzej,Trzeciak, Anna M.
, p. 9 - 18 (2016)
Palladium PEPPSI-type complexes with small NHC ligand were applied as catalyst precursors in cross-coupling reactions forming a wide range of non-symmetric biaryls with high yields. The recycling of the in situ formed palladium composite was successfully performed in 10 subsequent runs. Mechanistic studies confirmed a labile character of the N-ligands coordinated to palladium by ligand exchange monitored using 1H NMR. The formation of Pd(0) NPs during the catalytic process was evidenced by TEM.
New Palladium – ZrO2 Nano-Architectures from Thermal Transformation of UiO-66-NH2 for Carbonylative Suzuki and Hydrogenation Reactions
Alsalahi, Waleed,Augustyniak, Adam W.,Tylus, W?odzimierz,Trzeciak, Anna M.
supporting information, (2021/12/22)
The new nanocomposites, Pd/C/ZrO2, PdO/ZrO2, and Pd/PdO/ZrO2, were prepared by thermal conversion of Pd@UiO-66-Zr?NH2 (MOF) in nitrogen or air atmosphere. The presence of Pd nanoparticles, uniformly distributed on the ZrO2 or C/ZrO2 matrix, was evidenced by transmission electron microscopy, scanning electron microscopy (SEM), Raman and X-ray Photoelectron Spectroscopy (XPS) methods. All pyrolysed composites retained the shape of the MOF template. They catalyze carbonylative Suzuki coupling under 1 atm CO with an efficiency significantly higher than the original Pd@UiO-66-Zr?NH2. The most active PdO/ZrO2 composite, formed benzophenone with TOF up to 1600 h?1, while by using Pd@UiO-66-Zr?NH2, much lower TOF values, 51–95 h?1, were achieved. After the reaction, PdO/ZrO2 was recovered with the same composition and catalytic activity. Very good results were also obtained in the transfer hydrogenation of benzophenones to alcohols with Pd/C/ZrO2 and PdO/ZrO2 catalysts under microwave irradiation.
Synthesis and radiofluorination of novel fluoren-9-one based derivatives for the imaging of α7 nicotinic acetylcholine receptor with PET
Teodoro, Rodrigo,Scheunemann, Matthias,Wenzel, Barbara,Peters, Dan,Deuther-Conrad, Winnie,Brust, Peter
supporting information, p. 1471 - 1475 (2018/04/10)
By structure–activity relationship studies on the tilorone scaffold, the ‘one armed’ substituted dibenzothiophenes and the fluoren-9-ones were identified as the most potential α7 nAChR ligands. While the suitability of dibenzothiophene derivatives as PET tracers is recognized, the potential of fluoren-9-ones is insufficiently investigated. We herein report on a series of fluoren-9-one based derivatives targeting α7 nAChR with compounds 8a and 8c possessing the highest affinity and selectivity. Accordingly, with [18F]8a and [18F]8c we designed and initially evaluated the first fluoren-9-one derived α7 nAChR selective PET ligands. A future application of these radioligands is facilitated by the herein presented successful implementation of fully automated radiosynthesis.
Palladium Stabilized by Amino-Vinyl Silica Functionalized Magnetic Carbon Nanotube: Application in Suzuki–Miyaura and Heck–Mizoroki Coupling Reactions
Khalili, Dariush,Banazadeh, Ali Reza,Etemadi-Davan, Elham
, p. 2674 - 2687 (2017/09/06)
Abstract: This study describes an investigation on Suzuki and Heck cross-couplings of aryl electrophiles in the presence of heterogeneous Pd nanoparticles supported on amino-vinyl silica functionalized magnetic carbon nanotube. The core–shell contains CNT@Fe3O4@SiO2-Pd in which the functionalized SiO2 helps the stabilization of Pd nanoparticles and also responsible for the reduction of Pd(II) to Pd(0) without the need for adding external reducing agents. All of the reactions were done under phosphine-free condition. Graphical Abstract: [Figure not available: see fulltext.]
Synthesis, β-hematin inhibition studies and antimalarial evaluation of dehydroxy isotebuquine derivatives against Plasmodium berghei
Romero, Angel H.,Acosta, María E.,Gamboa, Neira,Charris, Jaime E.,Salazar, José,López, Simón E.
, p. 4755 - 4762 (2015/08/03)
Diverse dehydroxy-isotebuquine derivatives were prepared by using a five step synthetic sequence in good yields. All these new 4-aminoquinolines were evaluated as inhibitors of haemozoin formation, where most of them showed a significant inhibition value
Pd nanoparticles on a porous ionic copolymer: A highly active and recyclable catalyst for Suzuki-Miyaura reaction under air in water
Yu, Yanpeng,Hu, Tongjie,Chen, Xiaorong,Xu, Kunling,Zhang, Junli,Huang, Jun
supporting information; experimental part, p. 3592 - 3594 (2011/04/26)
A porous copolymer of an IL with divinylbenzene was prepared and applied as a support for Pd nanoparticles. The supported Pd nanocatalyst was found to be extremely active for Suzuki-Miyaura reaction of aryl bromides and chlorides with phenylboronic acid even with 10 ppm Pd loading under air in water.
Structurally simple inhibitors of lanosterol 14α-demethylase are efficacious in a rodent model of acute Chagas disease
Suryadevara, Praveen Kumar,Olepu, Srinivas,Lockman, Jeffrey W.,Ohkanda, Junko,Karimi, Mandana,Verlinde, Christophe L. M. J.,Kraus, James M.,Schoepe, Jan,Van Voorhis, Wesley C.,Hamilton, Andrew D.,Buckner, Frederick S.,Gelb, Michael H.
experimental part, p. 3703 - 3715 (2010/04/24)
We report structure-activity studies of a large number of dialkyl imidazoles as inhibitors of Trypanosoma cruzi lanosterol-14α-demethylase (L14DM). The compounds have a simple structure compared to posaconazole, another L14DM inhibitor that is an anti-Chagas drug candidate. Several compounds display potency for killing T. cruzi amastigotes in vitro with values of EC 50 in the 0.4-10 nM range. Two compounds were selected for efficacy studies in a mouse model of acute Chagas disease. At oral doses of 20-50 mg/kg given after establishment of parasite infection, the compounds reduced parasitemia in the blood to undetectable levels, and analysis of remaining parasites by PCR revealed a lack of parasites in the majority of animals. These dialkyl imidazoles are substantially less expensive to produce than posaconazole and are appropriate for further development toward an anti-Chagas disease clinical candidate.
N-THIAZOL-2-YL-BENZAMIDE DERIVATIVES
-
Page/Page column 28, (2008/06/13)
The invention relates to N-thiazol-2-yl-benzamide derivatives of the formula I in the description wherein the variables are as defined in the claims. The compounds are A2A-receptor ligands, such as antagonists, agonists, reverse agonists or partial agonists, and are useful in the treatment of neurological and psychiatric disorders where an A2A-receptor is implicated.
Combinatorial Design of Copper-Based Mixed Nanoclusters: New Catalysts for Suzuki Cross-Coupling
Thathagar, Mehul B.,Beckers, Jurriaan,Rothenberg, Gadi
, p. 979 - 985 (2007/10/03)
Quantum dots (2-5 nm) of copper and copper/palladium mixtures are found to be good catalysts for Suzuki cross-coupling. The catalysts are applicable to a wide range of iodo- and bromoaryl substrates, and give moderate yields using chloroaryl substrates. Cluster activity and stability is found to depend strongly on the preparation method and the reaction conditions. The mechanism of cluster deactivation and the sensitivity of the cluster-catalysed reaction to substituent effects are studied and discussed.
