536-20-9Relevant academic research and scientific papers
Strong luminescence of novel water-soluble lanthanide complexes sensitized by pyridine-2,4,6-tricarboxylic acid
Ren, Yuan-Yuan,An, Bao-Li,Xu, Qian
, p. 42 - 46 (2010)
Sensitive biological analysis requires optical labels have good water solubility and excellent luminescent properties. Herein, two water-soluble lanthanide (Ln) complexes, Na6[Ln(PTA)3] (Ln = Eu and Tb), have been synthesized with a new tridentate ligand, pyridine-2,4,6- tricarboxylic acid (H3PTA). The twolanthanide complexes showed great characteristic emissions of Eu3+ and Tb3+ ions with high quantum yields of 54.3 ± 0.5% and 20.2 ± 0.2%, respectively. Moreover, they have good water solubility and can be labelled on biological molecules by dehydration reactions between the non-coordinated COOH groups from the luminescent complexes and the NH2 groups from the biological molecules.
Structures and luminescent properties of Sm(III) and Dy(III) coordination polymers with 2,4,6-pyridinetricarboxylic acid
Wang, Hong-Sheng,Li, Gong-Chun,Chen, Yao,Zhang, Zhen-Jie,Liu, Ming-Li
, p. 4068 - 4076 (2010)
Two rare earth coordination compounds with 2,4,6-pyridinetricarboxylic acid (H3pta) have been synthesized by the hydrothermal method; the formula is {[RE(pta)(H2O)3] H2O}n [RE = Sm (1) and Dy (2)]. Complexes 1 and 2 are crystallized in the monoclinic crystal system with P21/c space group. X-ray structure analyses show the two complexes have the same structure. Each pta3- connects three rare earth ions. Both the Sm(III) and Dy(III) complexes exhibit characteristic luminescence in the visible region upon excitation with UV-rays.
Coordination polymers incorporating Bi(III) and 2,4,6-pyridine tricarboxylic acid and its derivatives: Synthesis, structure and topology
Linden, Anthony,Senior, Levi
, (2020)
Bi(III) as its oxide combined with 2,4,6-pyridine tricarboxylic acid, H2pdc-COOH, and various pyridine-derived additives in dimethylformamide (dmf) under solvothermal conditions produced three novel bismuth coordination polymers, {[Bi(μ-pdc-COO)2][NH2Me2]3}n, 1, {[Bi(μ-pdc-COO)2][C5H7N2]3·C5H6N2}n, 2, and {[Bi2(μ-pdc-COO)2(μ-pdc-COOH)(pdc-COOH)][NH2Me2]4·2dmf·NHMe2}n, 3. The anionic coordination network topologies are two-dimensional, chains-of-loops and ladders, respectively, but the local 8-coordinate environments about the bismuth(III) centres are in each case between that of a square antiprism and that of a hexagonal bipyramid. When the 4-carboxy substituent in H2pdc-COOH is replaced by another potentially coordinating substituent to give 4-R-2,6-pyridine dicarboxylic acid, H2pdc-R (R = OH, NH2, Cl), the salts obtained contain discrete centrosymmetric dinuclear 8-coordinate bismuth anions with either double O-bridges between the metal centres, [Bi2(μ-pdc-R)2(pdc-R)2(dmf)2][NH2Me2]2 (R = OH, NH2), 4 and 5, or double carboxylate bridges with one long Bi–O bond, [Bi2(μ-pdc-NMe2)2(pdc-NMe2)2(dmf)2][NH2Me2]2, 6 (R = Cl, but replaced by dimethylamine during the reaction). The structures and supramolecular networks of 1–6 are described and compared as an exploration of alternatives to the conventional carboxylate-based organic linking units.
Group 13 metal carboxylates: Using molecular clusters as hybrid building units in a MIL-53 type framework
Wharmby, Michael T.,Snoyek, Malte,Rhauderwiek, Timo,Ritter, Knut,Stock, Norbert
, p. 5310 - 5317 (2014)
Systematic investigation of the reactions of the system AlCl3·6H2O/pyridine-2,4,6-tricarboxylic acid (H3PTC)/pyridine in water yielded two new compounds, both containing the dimeric {AlPTC(μ-OH)(H2O)}22-unit. With long reaction times, the framework compound [Al(μ-OH){AlPTC(μ-OH)(H2O)}2]·2H2O (CAU-16, compound 1) is obtained, the first example of a framework compound with a metal-organic cluster linker, and bearing the MIL-53 network. Although the compound does not breathe, as other MIL-53 compounds do, it has a maximum uptake of CO2of 1.76(2) mmol g-1at 196 K. With shorter reaction times, the molecular compound {Al(HPTC)(μ-OH)(H2O)}2(2) was prepared, leading to the proposal of a crystallization scheme for the Al3+-pyridine-2,4,6,-tricarboxylic acid system. To determine whether further framework compounds bearing hybrid metal cluster linkers could be prepared, systematic high-throughput investigations of pyridine-2,4,6-tricarboxylic acid in water with Ga3+and In3+were undertaken. These yielded two chain-type compounds, GaPTC(H2O)2(3) and InPTC(H2O)2(4), with different coordination chemistries. Optimized syntheses for compounds 1, 2, and 4 are reported.
Bismuth Coordination Polymers with 2,4,6-Pyridine Tricarboxylic Acid: High-Throughput Investigations, Crystal Structures and Luminescence Properties
Rhauderwiek, Timo,dos Santos Cunha, César,Terraschke, Huayna,Stock, Norbert
, p. 3232 - 3240 (2018)
Four new coordination polymers (CPs) were obtained under hydrothermal reaction conditions using 2,4,6-pyridinetricarboxylic acid (H3PTC) and Bi(NO3)3·5H2O. The systematic high-throughput investigation of the system Bi3+/H3PTC/NaOH/HNO3/H2O led to the compounds [Bi(PTC)(H2O)2] (1), (H3O)[Bi2(PTC)(HPTC)2(H2O)2] (2), α-[Bi(PTC)] (3) and β-[Bi(PTC)] (4), which were structurally characterised by single-crystal X-ray diffraction. Compounds 1 and 2 crystallise in 2D layered structures, whereas 3 and 4 form 3D coordination networks. Employing the nomenclature proposed by Cheetham et al. 1 and 2 are classified as I1O1 (mixed inorganic–organic layers), 3 as I0O3 (3D coordination polymers) and 4 as I1O2 (mixed inorganic–organic 3D framework). In all cases the nitrogen atom of the linker is coordinated to the Bi3+ ion, which therefore acts as a tridentate pincer-type ligand. All title compounds were obtained as phase-pure products employing conventional or microwave-assisted heating, but the reproducibility of the synthesis depends on reactor size and material. In addition, the luminescence properties of 1 and 2 were studied resulting in a yellow and blue–green luminescence under UV light with emission maxima at 570 nm (λex = 343 nm) and 483 nm (λex = 347 nm) for 1 and 2, respectively. The differences in the spectroscopic properties could be assigned to the distinct coordination and chemical environments of the Bi3+ ions within these compounds.
A fluorescent chemosensor for Hg(II) optical recognition: Mesoporous MCM-41 functionalized with a covalently linked Eu(III) complex
Zhao, Xiaojuan,Ye, Yun,Yue, Xiu,Ye, Xiuya,Wang, Qiaoyun,Li, Ruimin
, (2021/11/16)
Mercury widely spreads in atmosphere, lithosphere, and surface water. Concentrated mercury levels could be harmful for individuals with neurological diseases because of bioaccumulation of mercury within brains and kidneys. Mercury is thus considered to be a very dangerous element by the United States Environmental Protection Agency due to the severe immunotoxic, genotoxic, and neurotoxic effects. Consequently, the detection of mercury ions is an important issue for environment and human health. An easily synthesized Eu(III) complex of Eu(PTA) is covalently grafted to the ordered functionalized mesoporous MCM-41 backbone, hoping to explore a novel fluorescence chemosensor with high sensitivity and selectivity for Hg(II) detection in aqueous solution. Fourier transform IR, Small-angle X-ray diffraction, High-Resolution TEM, Nitrogen adsorption/desorption, UV-vis absorption and emission have been employed to characterize the organically modified mesoporous material. The Eu-MCM-41 based chemosensor exhibits a high selectivity for Hg(II), and has a good linearity within the range of 1–12 μmol/L in aqueous solution, suggesting the possibility for real-time qualitative or quantitative detection of Hg(II), as well as a wide potential application in environmental monitoring. The recognition of Hg(II) in actual samples from different sources has been examined by this chemosensor. Additionally, the sensing mechanism of Eu-MCM-41 based chemosensor towards Hg(II) is also investigated and discussed in detail.
Investigation of the preparation and reactivity of metal-organic frameworks of cerium and pyridine-2,4,6-tricarboxylate
Clarkson, Guy J.,Fonseca de Lima, Juliana,Franklin, Sian A.,Menezes, Bruno A. T.,Moreno, Fernanda V. S.,Serra, Osvaldo A.,Waddington, Matthew C.,Walker, Marc,Walton, Richard I.,da Silva Barbosa, Jader
, p. 145 - 155 (2021/12/27)
The synthesis of three coordination polymers of cerium(iii) and the ligand pyridine-2,4,6-tricarboxylate (PTC) is reported. Two of the materials crystallise under hydrothermal conditions at 180 °C, with [Ce(PTC)(H2O)2]·1.5H2O, (1), being formed on extended periods of reaction time, 3 days or longer, and Ce(PTC)(H2O)3, (2), crystallising after 1 day. Both phases contain Ce(iii) but are prepared using the Ce(iv) salt Ce(SO4)2·4H2O as reagent. Under solvothermal conditions (mixed water-N,N-dimethylformamide (DMF)), the phase [Ce(PTC)(H2O)(DMF)]·H2O (3) is crystallised. The structures of the three materials are resolved by single crystal X-ray diffraction, with the phase purity of the samples determined by powder X-ray diffraction and thermogravimetric analysis. (1) is constructed from helical chains cross-linked by the PTC linkers to give a three-dimensional structure that contains clusters of water molecules in channels that are hydrogen-bonded to each other and to additional waters that are coordinated to cerium. (2) also contains nine-coordinate cerium but these are linked to give a dense framework, in which water is directly coordinated to cerium. (3) contains corner-shared nine-coordinate cerium centres, linked to give a framework in which Ce-coordinated DMF fills space. Upon heating the material (1) in air all water is irreversibly lost to give a poorly crystalline anhydrous phase Ce(PTC), as deduced from X-ray thermodiffractometry and thermogravimetric analysis. The material (1), however, is hydrothermally stable, and is also stable under oxidising conditions, where immersion in 30% H2O2gives no loss in crystallinity. Oxidation of around 50% of surface Ce to the +4 oxidation state is thus possible, as evidenced by X-ray photoelectron spectroscopy, which is accompanied by a colour change from yellow to orange. Photocatalytic activity of (1) is screened and the material shows effective degradation of methyl orange.
Synthetic Approaches to the Bifunctional Chelators for Radio nuclides Based on Pyridine-Containing Azacrown Compounds
Fedorova, Olga A.,Shchukina, Anna A.,Zubenko, Anastasia D.
, p. 1087 - 1095 (2020/04/01)
Synthetic ways to introduce functional groups (CO 2 Me, CO 2 H, OCH 2 CO 2 H, OCH 2 C≡CH, CH 2 OH, CH 2 Cl, CH 2 N 3) into the pyridine ring of pyridine-containing azacrown compounds are described. These groups were introduced at position-4 of the pyridine ring, while keeping the macrocyclic carboxylate groups available for metal chelation. The derivatives were obtained by macrocyclization reaction of 4-substituted, trimethyl pyridine-2,4,6-tricarboxylate or by modification of methyl ester group in pyridine fragment of macrocycles. Obtained derivatives can be applied for preparing radiotherapeutic agents by conjugation to different vector biomolecules for targeted drug delivery to cancer cells without damaging healthy tissue.
Factors Influencing the Course of the Macrocyclization of α,ω-Diamines with Esters of α,ω-Dicarboxylic Acids
Gryko, Dorota,Gryko, Daniel T.,Sierzputowska-Gracz, Hanna,Piatek, Piotr,Jurczak, Janusz
, p. 156 - 166 (2007/10/03)
The efficient synthesis of eight new macrocyclic amides (lactams) via reaction of diesters with diamines under normal dilution conditions is described. The role of intermolecular H-bond formation and steric hindrance is discussed based on 1H- a
SYNTHESIS OF UBIQUINONE AND MENAQUINONE ANALOGUES BY OXIDATIVE DEMETHYLATION OF ALKENYLHYDROQUINONE ETHERS WITH ARGENTIC OXIDE OR CERIC AMMONIUM NITRATE IN THE PRESENCE OF 2,4,6-PYRIDINE-TRICARBOXYLIC ACID
Syper, L.,Kloc, K.,Mlochowski, J.
, p. 123 - 129 (2007/10/02)
It was found that alkenylhydroquinone ethers demethylated with argentic oxide or ceric ammonium nitrate in the presence of 2,4,6-pyridinetricarboxylic acid as a catalyst and afforded ubiquinone-2, menaquinone-2 and their analogs in yields of 53 to 89 percent.The new approach to the synthesis of starting alkenylhydroquinone ethers as well as 2,4,6-pyridinetricarboxylic acid and its derivatives has been reported.
