266369-49-7Relevant articles and documents
Organic Solvent-Free, Pd(II)-Salan Complex-Catalyzed Synthesis of Biaryls via Suzuki-Miyaura Cross-Coupling in Water and Air
Bunda, Szilvia,Udvardy, Antal,Voronova, Krisztina,Joó, Ferenc
, p. 15486 - 15492 (2019/01/03)
With use of a Pd(II)-sulfosalan complex as a water-soluble catalyst, we have developed an efficient synthesis of biaryls via Suzuki-Miyaura cross-coupling in water under aerobic conditions. The water-insoluble target molecules were isolated by simple filtration in analytical purity after washing with 0.01 M aqueous HCl (20 examples). In most cases, palladium contamination was below 5 ppm considered acceptable for active pharmaceutical ingredients. The established method is scalable, reproducible, and provides biaryl products in isolated yields up to 91%.
Zinc Coordination Polymers Containing Isomeric Forms of p-(Thiazolyl)benzoic Acid: Blue-Emitting Materials with a Solvatochromic Response to Water
Staderini, Samuele,Tuci, Giulia,Luconi, Lapo,Müller, Philipp,Kaskel, Stefan,Eychmüller, Alexander,Eichler, Franziska,Giambastiani, Giuliano,Rossin, Andrea
, p. 4909 - 4918 (2017/11/21)
Two coordination polymers of assorted dimensionality (1D, 2D) have been prepared, namely [Zn3(L2Th)4(OH)2·2(HL2Th)]∞ (1) and [Zn(L5Th)(OAc)]∞ (2), starting from ZnII salts and the isomeric forms of the organic linker p-(thiazolyl)benzoic acid: p-(2-thiazolyl)benzoic acid (HL2Th) and p-(5-thiazolyl)benzoic acid (HL5Th). The isomers have been prepared ad hoc, following straightforward Pd-catalyzed C–C coupling reaction protocols. In 1, the deprotonated ligand is coordinated through its carboxylate group only, with dangling thiazole groups. The –COO– units are bridging adjacent metal centers, thus creating a 1D chain. The Zn3 cluster is made of one six-coordinate (Oh) and two four-coordinate (Td) ZnII ions; triple-bridging μ3-OH groups are balancing the overall positive charge. The structure of 2 is instead made of Zn2(carboxylate)4 “paddle-wheel” dimers as the constituting inorganic node. The octahedral metal coordination sphere includes two μ-(κ-COO) benzoate spacers, two μ-(κ-COO) acetate ions, the thiazole N atoms coming from adjacent building blocks, and a weak Zn···Zn axial interaction. The resulting final assembly is two-dimensional (2D), where p-(5-thiazolyl)benzoate adopts a genuine μ-[κ(COO):κ(N)] bridging coordination mode. The luminescent properties of both polymers have been analyzed in the solid state; they feature ligand-centered emissions at λ = 434 nm (1) and λ = 427 nm (2). These electronic transitions fall in the visible region, giving the samples a characteristic blue color under an ordinary UV lamp (excitation at λ = 254 nm). The theoretical analysis of the electronic features of the ligands and related molecular orbitals reveals that the observed transitions are mainly of π→π* nature, involving π orbitals delocalized on both aromatic cycles. A significant (reversible) blueshift of the emission maximum of ca. 60 nm, from the visible to the UV region, has been observed for 1 when suspended in water.
Synthesis and biological evaluation of novel aromatic-heterocyclic biphenyls as potent anti-leukemia agents
Dong, Jinyun,Pan, Xiaoyan,Wang, Jinfeng,Su, Ping,Zhang, Lin,Wei, Fen,Zhang, Jie
, p. 780 - 789 (2015/08/06)
As a continuation to our previous research, twenty-eight aromatic-heterocyclic biphenyls were designed and synthesized as novel Bcr-Abl inhibitors. The title compounds were investigated for their antiproliferative activities against wild K562 cells and Imatinib-resistant K562 cells (K562R). The results indicated that most of them exhibited potent Bcr-Abl inhibition and moderate antiproliferative potency against K562 cells. Furthermore, three compounds 3, 7 and 21 displayed moderate antiproliferative activities against K562R cells. Molecular docking indicated that 3 bound more tightly with Bcr-AblT315I compared to Bcr-AblWT. The higher affinity was consistent with its relatively promising K562R cell growth inhibition. These aromatic-heterocyclic biphenyls could be considered as novel lead compound for optimized as Bcr-AblT315I inhibitors. They provide a good starting point for the further development of novel anti-leukemia agents capable of dealing with clinical acquired resistance against Imatinib.
