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Journal articles on the topic 'Sulfonate based ligands'

Author: Grafiati

Published: 6 September 2023

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1

Yon, Marjorie, Claire Pibourret, Jean-Daniel Marty, and Diana Ciuculescu-Pradines. "Easy colorimetric detection of gadolinium ions based on gold nanoparticles: key role of phosphine-sulfonate ligands." Nanoscale Advances 2, no. 10 (2020): 4671–81. http://dx.doi.org/10.1039/d0na00374c.

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Specific interactions between sulfonate groups of phosphine-sulfonate ligands on the surface of Au nanoparticles and Gd³⁺ ions allow the colorimetric detection of Gd³⁺ ions at the μM level.

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2

Meng, Xing, Shu-Yan Song, Xue-Zhi Song, Min Zhu, Shu-Na Zhao, Lan-Lan Wu, and Hong-Jie Zhang. "A tetranuclear copper cluster-based MOF with sulfonate–carboxylate ligands exhibiting high proton conduction properties." Chemical Communications 51, no. 38 (2015): 8150–52. http://dx.doi.org/10.1039/c5cc01732g.

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A tetranuclear copper cluster-based MOF with sulfonate–carboxylate ligands has been synthesized. It possesses 1D irregular channels lined with sulfonate, carboxylate, and DMF molecules, which show a high proton conductivity of 7.4 × 10⁻⁴ S cm⁻¹ at 95 °C and 95% relative humidity.

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3

Shankar, Ravi, Archana Jain, Gabriele Kociok-Köhn, and Kieran C. Molloy. "Diorganotin-Based Coordination Polymers Derived from Sulfonate/Phosphonate/Phosphonocarboxylate Ligands." Inorganic Chemistry 50, no. 4 (February 21, 2011): 1339–50. http://dx.doi.org/10.1021/ic1018423.

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4

Sun, Daofeng, Rong Cao, Wenhua Bi, Xiaoju Li, Yanqin Wang, and Maochun Hong. "Self-Assembly of Novel Silver Polymers Based on Flexible Sulfonate Ligands." European Journal of Inorganic Chemistry 2004, no. 10 (May 2004): 2144–50. http://dx.doi.org/10.1002/ejic.200300813.

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5

D'Vries, Richard F., German E. Gomez, Diego F. Lionello, M. Cecilia Fuertes, Galo J. A. A. Soler-Illia, and Javier Ellena. "Luminescence, chemical sensing and mechanical properties of crystalline materials based on lanthanide–sulfonate coordination polymers." RSC Advances 6, no. 111 (2016): 110171–81. http://dx.doi.org/10.1039/c6ra23516f.

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The relationship between the structural features with the mechanical, luminescent and sensing properties were studied in the compounds formed from lanthanide metals, 3-hydroxinaphthalene-2,7-disulfonate and 1,10-phenanthroline ligands.

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6

Wang, Qiu-Ya, Xue-Ling Zhang, Qing-Hua Meng, Dong Xue, Yun He, and Zun-Ting Zhang. "Metal–organic coordination polymers based on Cs(I), Rb(I) and isoflavone-3′-sulfonate ligands." Polyhedron 85 (January 2015): 953–61. http://dx.doi.org/10.1016/j.poly.2014.10.017.

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7

Shankar, Ravi, Archana Jain, Gabriele Kociok-Köhn, and Kieran C. Molloy. "Synthesis and characterization of diethyltin-based three dimensional self-assemblies derived from sulfonate–phosphonate ligands." Inorganica Chimica Acta 372, no. 1 (June 2011): 108–14. http://dx.doi.org/10.1016/j.ica.2011.01.084.

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8

Ahoulou, Samuel, Clara Richart, Cédric Carteret, Sébastien Pillet, Neus Vilà, and Alain Walcarius. "Weak Coordinating Character of Organosulfonates in Oriented Silica Films: An Efficient Approach for Immobilizing Cationic Metal-Transition Complexes." Molecules 27, no. 17 (August 25, 2022): 5444. http://dx.doi.org/10.3390/molecules27175444.

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Iron (II) tris(2,2′-bipyridine) complexes, [Fe(bpy)3]2+, have been synthesized and immobilized in organosulfonate-functionalized nanostructured silica thin films taking advantage of the stabilization of [Fe(H2O)6]2+ species by hydrogen bonds to the anionic sulfonate moieties grafted to the silica nanopores. In a first step, thiol-based silica films have been electrochemically generated on indium tin oxide (ITO) substrates by co-condensation of 3-mercaptopropyltrimethoxysilane (MPTMS) and tetraethoxysilane (TEOS). Secondly, the thiol function has been modified to sulfonate by chemical oxidation using hydrogen peroxide in acidic medium as an oxidizing agent. The immobilization of [Fe(bpy)3]2+ complexes has been performed in situ in two consecutive steps: (i) impregnation of the sulfonate functionalized silica films in an aqueous solution of iron (II) sulfate heptahydrate; (ii) dipping of the iron-containing mesostructures in a solution of bipyridine ligands in acetonitrile. The in situ formation of the [Fe(bpy)3]2+ complex is evidenced by its characteristic optical absorption spectrum, and elemental composition analysis using X-ray photoelectron spectroscopy. The measured optical and electrochemical properties of immobilized [Fe(bpy)3]2+ complexes are not altered by confinement in the nanostructured silica thin film.

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9

Zemke, Jennifer M., Thomas E. Novet, and David R. Tyler. "Investigation of ligand effects on exciton recombination in PbS nanoparticles." Canadian Journal of Chemistry 89, no. 3 (February 2011): 339–46. http://dx.doi.org/10.1139/v10-169.

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Multiple exciton generation (MEG) and exciton recombination were studied by femtosecond transient absorption spectroscopy in PbS nanoparticles (NPs) capped with oleic acid (PbS–OLA) and 2,3-dimercaptopropane sulfonate (PbS–DMPS) ligands. Analysis of the transient absorption data showed that the PbS–DMPS nanoparticles exhibit increased rates of multi- and single-exciton recombination compared with the PbS–OLA nanoparticles; however, the MEG yield for both sets of particles was the same within experimental error. The origin of the differences in the exciton recombination decay rates is unknown, but it is speculated that it may be due to the ionic functionality of DMPS or to the different ligating atoms of the OLA and DMPS ligands. The PbS–DMPS nanoparticles were highly sensitive to the presence of oxygen, which caused a dramatic increase in nonradiative decay pathways, which can be mistaken for multiexciton absorbance and decay. Removal of oxygen eliminated the nonradiative decay pathways. Overall, this study showed that the dynamics of MEG can be modified by changing the NP ligand shell, a result that may be useful in the development of NP-based thin-film solar devices.

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10

Wu, Hua, Xian-Wu Dong, Hai-Yan Liu, Jian-Fang Ma, Ying-Ying Liu, Yun-Yu Liu, and Jin Yang. "Construction of a series of inorganic–organic hybrid coordination polymers based on hexamethylenetetramine and sulfonate ligands." Inorganica Chimica Acta 373, no. 1 (July 2011): 19–26. http://dx.doi.org/10.1016/j.ica.2011.03.041.

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11

Burke, Nichola J., Andrew D. Burrows, Mary F. Mahon, and John E. Warren. "Hydrogen bond network structures based on sulfonated phosphine ligands: The effects of complex geometry, cation substituents and phosphine oxidation on guanidinium sulfonate sheet formation." Inorganica Chimica Acta 359, no. 11 (August 2006): 3497–506. http://dx.doi.org/10.1016/j.ica.2006.01.008.

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12

Yuanita, Emmy, Sudirman Sudirman, Ni Komang Tri Dharmayani, Maria Ulfa, Saprizal Hadisaputra, and Jufrizal Syahri. "Molecular Docking of Xanthone Derivatives as Therapeutic Agent for Covid-19." Molekul 17, no. 1 (March 13, 2022): 1. http://dx.doi.org/10.20884/1.jm.2022.17.1.5600.

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Covid-19 has caused more than 14 million confirmed cases and more than 6 hundred deaths as of 21 July 2020 globally. However, there is no approved drug to treat the disease. Xanthone is a potential therapeutic option for the virus that have been tested using molecular docking. There were 12 of xanthone compounds and its derivatives which have been docked against two protein crystals, 2GX4.pdb and 6FV1.pdb, which obtained two potential compounds of hydroxyxanthone derivatives with sulfonate and chloro substitution. These compounds are potentially developed into one of the agents for the treatment of infection COVID-19 disease. Based on energy data and interactions with amino acid residues when compared with its own native ligands, namely NOL and E8E, respectively. Energy docking and energy docking interactions are equal to - 43.3057and - 45.5805 Kcal/mol respectively, during interactions with amino acid residues in the form of Gly 142, His 163, Cys144, Glu166, Gln164 and His 41. Based on these two data, it can be concluded that trihydroxyxanthone compounds 4 and 8 with chloro and sulfonate substitution are very potential to be developed as drug agents for Covid-19 disease therapy through protease inhibition.

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13

Dong, Xi-Yan, Rui Wang, Jia-Bin Li, Shuang-Quan Zang, Hong-Wei Hou, and Thomas C. W. Mak. "A tetranuclear Cu4(μ3-OH)2-based metal–organic framework (MOF) with sulfonate–carboxylate ligands for proton conduction." Chemical Communications 49, no. 90 (2013): 10590. http://dx.doi.org/10.1039/c3cc46226a.

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14

Chen, Shui-Sheng, Jia-Le Li, Wei-Dong Li, Xing-Zhe Guo, and Yue Zhao. "Four new transition metal coordination polymers based on mixed 4-imidazole and carboxylate–sulfonate ligands: Syntheses, structures, and properties." Journal of Solid State Chemistry 277 (September 2019): 510–18. http://dx.doi.org/10.1016/j.jssc.2019.07.008.

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15

Mulder, Danielle, Cornelius Johannes Francois Taute, Mari van Wyk, and Pieter J. Pretorius. "A Comparison of the Genotoxic Effects of Gold Nanoparticles Functionalized with Seven Different Ligands in Cultured Human Hepatocellular Carcinoma Cells." Nanomaterials 12, no. 7 (March 29, 2022): 1126. http://dx.doi.org/10.3390/nano12071126.

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Gold nanoparticles (GNPs) have shown great potential in diagnostic and therapeutic applications in diseases, such as cancer. Despite GNP versatility, there is conflicting data regarding the toxicity of their overall functionalization chemistry for improved biocompatibility. This study aimed to determine the possible genotoxic effects of functionalized GNPs in Human hepatocellular carcinoma (HepG2) cells. GNPs were synthesized and biofunctionalized with seven common molecules used for biomedical applications. These ligands were bovine serum albumin (BSA), poly(sodium 4-styrene sulfonate) (PSSNA), trisodium citrate (citrate), mercaptoundecanoic acid (MUA), glutathione (GSH), polyvinylpyrrolidone (PVP), and polyethylene glycol (PEG). Before in vitro genotoxicity assessment, inductively coupled plasma mass spectrometry was used to determine GNP cellular internalization quantitatively, followed by cell-based assays; WST-1 to find IC 30 and ApoPercentage for apoptotic induction time-points. The effect of the GNPs on cell growth in real-time was determined by using xCELLigence, followed by a comet assay for genotoxicity determination. The HepG2 cells experienced genotoxicity for all GNP ligands; however, they were able to initiate repair mechanisms and recover DNA damage, except for two functionalization chemistries.

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16

Adhikari, Surya B., Anji Chen, and Guijun Wang. "Synthesis of Carbohydrate Based Macrolactones and Their Applications as Receptors for Ion Recognition and Catalysis." Molecules 26, no. 11 (June 3, 2021): 3394. http://dx.doi.org/10.3390/molecules26113394.

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Glycomacrolactones exhibit many interesting biological properties, and they are also important in molecular recognitions and for supramolecular chemistry. Therefore, it is important to be able to access glycomacrocycles with different sizes and functionality. A new series of carbohydrate-based macrocycles containing triazole and lactone moieties have been designed and synthesized. The synthesis features an intramolecular nucleophilic substitution reaction for the macrocyclization step. In this article, the effect of some common sulfonate leaving groups is evaluated for macrolactonization. Using tosylate gave good selectivity for monolactonization products with good yields. Fourteen different macrocycles have been synthesized and characterized, of which eleven macrocycles are from cyclization of the C1 to C6 positions of N-acetyl D-glucosamine derivatives and three others from C2 to C6 cyclization of functionalized D-glucosamine derivatives. These novel macrolactones have unique structures and demonstrate interesting anion binding properties, especially for chloride. The macrocycles containing two triazoles form complexes with copper sulfate, and they are effective ligands for copper sulfate mediated azide-alkyne cycloaddition reactions (CuAAC). In addition, several macrocycles show some selectivity for different alkynes.

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17

Bradberry, Samuel J., Aramballi Jayant Savyasachi, Robert D. Peacock, and Thorfinnur Gunnlaugsson. "Quantifying the formation of chiral luminescent lanthanide assemblies in an aqueous medium through chiroptical spectroscopy and generation of luminescent hydrogels." Faraday Discussions 185 (2015): 413–31. http://dx.doi.org/10.1039/c5fd00105f.

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Herein we present the synthesis and the photophysical evaluation of water-soluble chiral ligands (2·(R,R) and 2·(S,S)) and their application in the formation of lanthanide directed self-assembled structures. These pyridine-2,6-dicarboxylic amide based ligands, possessing two naphthalene moieties as sensitising antennae, that can be used to populate the excited state of lanthanide ions, were structurally modified using 3-propanesultone and caesium carbonate, allowing for the incorporation of a water-solubilising sulfonate motif. We show, using microwave synthesis, that Eu(iii) forms chiral complexes in 1 : 3 (M : L) stoichiometries (Eu·[2·(R,R)]₃ and Eu·[2·(S,S)]₃) with these ligands, and that the red Eu(iii)-centred emission arising from these complexes has quantum yields (Φ_tot) of 12% in water. Both circular dichroism (CD) and circular polarised luminescence (CPL) analysis show that the complexes are chiral; giving rise to characteristic CD and CPL signatures for both the Λ and the Δ complexes, which both possess characteristic luminescence dissymmetry factors (g_lum), describing the structure in solution. The self-assembly process was also monitored in situ by observing the changes in the ligand absorption and fluorescence emission, as well as in the Eu(iii) luminescence. The change, fitted using non-linear regression analysis, demonstrated high binding affinity for Eu(iii) which in part can be assigned to being driven by additional hydrophobic effects. Moreover, using CD spectroscopy, the changes in the chiroptical properties of both (2·(R,R) and 2·(S,S)) were monitored in real time. Fitting the changes in the CD spectra allowed for the step-wise binding constants to be determined for these assemblies; these matched well with those determined from both the ground and the excited state changes. Both the ligands and the Eu(iii) complexes were then used in the formation of hydrogels; the Eu(iii)-metallogels were luminescent to the naked-eye.

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18

Nieto, Jorge, M. Victoria Jiménez, Patricia Álvarez, Ana M. Pérez-Mas, Zoraida González, Rafael Pereira, Beatriz Sánchez-Page, et al. "Enhanced Chemical and Electrochemical Water Oxidation Catalytic Activity by Hybrid Carbon Nanotube-Based Iridium Catalysts Having Sulfonate-Functionalized NHC ligands." ACS Applied Energy Materials 2, no. 5 (April 17, 2019): 3283–96. http://dx.doi.org/10.1021/acsaem.9b00137.

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19

Sliwiak, Joanna, Mariusz Jaskolski, Zbigniew Dauter, Airlie J. McCoy, and Randy J. Read. "Likelihood-based molecular-replacement solution for a highly pathological crystal with tetartohedral twinning and sevenfold translational noncrystallographic symmetry." Acta Crystallographica Section D Biological Crystallography 70, no. 2 (January 29, 2014): 471–80. http://dx.doi.org/10.1107/s1399004713030319.

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Translational noncrystallographic symmetry (tNCS) is a pathology of protein crystals in which multiple copies of a molecule or assembly are found in similar orientations. Structure solution is problematic because this breaks the assumptions used in current likelihood-based methods. To cope with such cases, new likelihood approaches have been developed and implemented inPhaserto account for the statistical effects of tNCS in molecular replacement. Using these new approaches, it was possible to solve the crystal structure of a protein exhibiting an extreme form of this pathology with seven tetrameric assemblies arrayed along thecaxis. To resolve space-group ambiguities caused by tetartohedral twinning, the structure was initially solved by placing 56 copies of the monomer in space groupP1 and using the symmetry of the solution to define the true space group,C2. The resulting structure of Hyp-1, a pathogenesis-related class 10 (PR-10) protein from the medicinal herb St John's wort, reveals the binding modes of the fluorescent probe 8-anilino-1-naphthalene sulfonate (ANS), providing insight into the function of the protein in binding or storing hydrophobic ligands.

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20

Wang, Ying, Changfu Zhuang, Chunhua Wu, Jiayan Zhang, Wang Li, Minghong Xin, Guangshan Zhu, and Jianing Xu. "The synthesis, structure and photoluminescence property of a novel 3D supramolecular compound based on mixed ligands of 8-hydroxy-quionline-5-sulfonate and ethylenediamine." Journal of the Serbian Chemical Society 76, no. 11 (2011): 1497–504. http://dx.doi.org/10.2298/jsc110129127w.

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A new organic-inorganic hybrid coordination compound ZnQS (en)?2H2O (1) in which two different organic ligands, ethylenediamine (en) and 8-hydroxy-quinoline-5-sulfonic acid (H2QS) coordinate with zinc ions, has been synthesized via the evaporation method and characterized by single crystal X-ray diffraction analysis, IR spectroscopy and thermogravimetric analysis (TGA). The structure solution showed that compound 1 displays a three-dimensional supramolecular network by synergic linkage of hydrogen and coordinated bonds. Moreover, compound 1 exhibits intense photoluminescence at 513 nm excited at 396 nm in the solid state at room temperature.

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21

Sánchez-Vergara, María Elena, Leon Hamui, Elizabeth Gómez, Guillermo M. Chans, and José Miguel Galván-Hidalgo. "Design of Promising Heptacoordinated Organotin (IV) Complexes-PEDOT: PSS-Based Composite for New-Generation Optoelectronic Devices Applications." Polymers 13, no. 7 (March 25, 2021): 1023. http://dx.doi.org/10.3390/polym13071023.

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The synthesis of four mononuclear heptacoordinated organotin (IV) complexes of mixed ligands derived from tridentated Schiff bases and pyrazinecarboxylic acid is reported. This organotin (IV) complexes were prepared by using a multicomponent reaction, the reaction proceeds in moderate to good yields (64% to 82%). The complexes were characterized by UV-vis spectroscopy, IR spectroscopy, mass spectrometry, 1H, 13C, and 119Sn nuclear magnetic resonance (NMR) and elemental analysis. The spectroscopic analysis revealed that the tin atom is seven-coordinate in solution and that the carboxyl group acts as monodentate ligand. To determine the effect of the substituent on the optoelectronic properties of the organotin (IV) complexes, thin films were deposited, and the optical bandgap was obtained. A bandgap between 1.88 and 1.98 eV for the pellets and between 1.23 and 1.40 eV for the thin films was obtained. Later, different types of optoelectronic devices with architecture “contacts up/base down” were manufactured and analyzed to compare their electrical behavior. The design was intended to generate a composite based on the synthetized heptacoordinated organotin (IV) complexes embedded on the poly(3,4-ethylenedyoxithiophene)-poly(styrene sulfonate) (PEDOT:PSS). A Schottky curve at low voltages (<1.5 mV) and a current density variation of as much as ~3 × 10−5 A/cm2 at ~1.1 mV was observed. A generated photocurrent was of approximately 10−7 A and a photoconductivity between 4 × 10−9 and 7 × 10−9 S/cm for all the manufactured structures. The structural modifications on organotin (IV) complexes were focused on the electronic nature of the substituents and their ability to contribute to the electronic delocalization via the π system. The presence of the methyl group, a modest electron donor, or the non-substitution on the aromatic ring, has a reduced effect on the electronic properties of the molecule. However, a strong effect in the electronic properties of the material can be inferred from the presence of electron-withdrawing substituents like chlorine, able to reduce the gap energies.

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22

Roy, Jackson W., RJ Thomson, and Mackay.M.F. "The Stereochemistry of Organmetallic Compounds. XXV. The Stereochemistry of Displacements of Secondary Methanesulfonate and p-Toluene-sulfonate esters by Diphenylphosphide Ions. X-ray Crystal Structure of (5α- Cholestan- 3α-yl)diphenylphosphine Oxide." Australian Journal of Chemistry 38, no. 1 (1985): 111. http://dx.doi.org/10.1071/ch9850111.

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Reactions of both axial and equatorial cholestan-3α- and -3β-yl mesylates and tosylates with sodium diarylphosphides give cholestanylphosphines in good yield and with complete inversion of stereochemistry. The stereochemistry has been established by an X-ray crystal structure of (5α-cholestan-3α-yl) diphenylphosphine oxide, and a general method for distinguishing between axial and equatorial phosphines based on 31P N.M.R . spectra is presented. The monophosphines were used as ligands in asymmetric hydrogenation, but only low optical yields were obtained.

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23

Smith, Graham, Brett A. Cloutt, Karl A. Byriel, and Colin H. L. Kennard. "Preparation and Crystal Structures of the Urea Adducts of Silver(I) Perchlorate and Silver(I) p-Toluenesulfonate." Australian Journal of Chemistry 50, no. 7 (1997): 741. http://dx.doi.org/10.1071/c96208.

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The urea adducts with silver(I) perchlorate (2 : 1) (1) and silver(I) p-toluenesulfonate (1 : 1) (2) have been prepared and their structures determined by single-crystal X-ray diffraction methods. Crystals of adduct (1) are monoclinic, space group P21/a, with four molecules in a cell with dimensions a 7·806(2), b 15·929(2), c 7·861(3) Å, β 113·35(1)°, while (2) is also monoclinic, space group P21, with two dimer units in a cell with a 5·380(3), b 25·72(2), c 7·926(5) Å, β 94·22(3)°. Both form polymer structures which are stabilized by extensive hydrogen bonding. Adduct (1) is based upon a square planar trans-AgN2O2 repeating unit involving bonds to the two independent urea molecule with the perchlorate anion uncoordinated, while with (2), the oxygens of two urea molecules bridge two trigonal bipyramidal (AgNO4) silver centres, forming cyclic pseudo-centrosymmetric four-membered dimer repeats. The silver coordination of (2) also includes two cis-related sulfonate oxygens from bridging p-toluenesulfonate ligands, as well as a third bridging urea amine nitrogen. The result is a step-polymer ribbon structure.

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24

Wei, Yan, Lei Zhang, Meng-Jie Wang, Si-Chun Chen, Zi-Hao Wang, and Kou-Lin Zhang. "Synthesis, structure and characterization of two copper(II) supramolecular coordination polymers based on a multifunctional ligand 2-amino-4-sulfobenzoic acid." Acta Crystallographica Section C Structural Chemistry 71, no. 7 (June 16, 2015): 570–77. http://dx.doi.org/10.1107/s2053229615011432.

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Copper(II) coordination polymers have attracted considerable interest due to their catalytic, adsorption, luminescence and magnetic properties. The reactions of copper(II) with 2-amino-4-sulfobenzoic acid (H2asba) in the presence/absence of the auxiliary chelating ligand 1,10-phenanthroline (phen) under ambient conditions yielded two supramolecular coordination polymers, namely (3-amino-4-carboxybenzene-1-sulfonato-κO1)bis(1,10-phenanthroline-κ2N,N′)copper(II) 3-amino-4-carboxybenzene-1-sulfonate monohydrate, [Cu(C7H6N2O5S)(C12H8N2)2](C7H6N2O5S)·H2O, (1), andcatena-poly[[diaquacopper(II)]-μ-3-amino-4-carboxylatobenzene-1-sulfonato-κ2O4:O4′], [Cu(C7H6N2O5S)(H2O)2]n, (2). The products were characterized by FT–IR spectroscopy, thermogravimetric analysis (TGA), solid-state UV–Vis spectroscopy and single-crystal X-ray diffraction analysis, as well as by variable-temperature powder X-ray diffraction analysis (VT-PXRD). Intermolecular π–π stacking interactions in (1) link the mononuclear copper(II) cation units into a supramolecular polymeric chain, which is further extended into a supramolecular double chain through interchain hydrogen bonds. Supramolecular double chains are then extended into a two-dimensional supramolecular double layer through hydrogen bonds between the lattice Hasba−anions, H2O molecules and double chains. Left- and right-handed 21helices formed by the Hasba−anions are arranged alternately within the two-dimensional supramolecular double layers. Complex (2) exhibits a polymeric chain which is further extended into a three-dimensional supramolecular network through interchain hydrogen bonds. Complex (1) shows a reversible dehydration–rehydration behaviour, while complex (2) shows an irreversible dehydration–rehydration behaviour.

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25

Dauchy, Maxime, Michel Ferreira, Jérôme Leblond, Hervé Bricout, Sébastien Tilloy, Gregory S. Smith, and Eric Monflier. "New water-soluble Schiff base ligands based on β-cyclodextrin for aqueous biphasic hydroformylation reaction." Pure and Applied Chemistry 90, no. 5 (April 25, 2018): 845–55. http://dx.doi.org/10.1515/pac-2017-1205.

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Abstract The synthesis of water-soluble rhodium(I) salicylaldiminato and salicylhydrazonic complexes has been achieved employing two preparative routes. Schiff base condensation between 6A-deoxy-6A-amino-β-CD or 6A-deoxy-6A-hydrazino-β-CD and 5-sodiosulfonato-2-hydroxybenzaldehyde (sulfonated salicylaldehyde) (1) or 5-sodiosulfonato-3-tert-butyl-2-hydroxybenzaldehyde (sulfonated tBu-salicylaldehyde) (2) led to the formation of the corresponding imine or hydrazone ligands (3, 4, 5 and 6). Reaction of [Rh(COD)2+BF4−] with these new ligands in an alkaline solution formed the corresponding rhodium complexes quantitatively. These rhodium(I) complexes could also be prepared in one-pot by mixing, in stoichiometric proportions, the modified β-CDs with the sulfonated salicylaldehyde and with the rhodium precursor in an alkaline solution at room temperature. These rhodium complexes were applied as catalysts in the aqueous biphasic hydroformylation of 1-decene as a model reaction.

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26

Zhang, Guiyang, and Honghan Fei. "Missing metal-linker connectivities in a 3-D robust sulfonate-based metal–organic framework for enhanced proton conductivity." Chemical Communications 53, no. 29 (2017): 4156–59. http://dx.doi.org/10.1039/c7cc01461a.

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27

Wei, Mei-Jie, Jia-Qi Fu, Yi-Di Wang, Yi Zhang, Hong-Ying Zang, Kui-Zhan Shao, Yang-Guang Li, and Zhong-Min Su. "Highly tuneable proton-conducting coordination polymers derived from a sulfonate-based ligand." CrystEngComm 19, no. 46 (2017): 7050–56. http://dx.doi.org/10.1039/c7ce01589e.

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Three highly proton-conducting coordination compounds have been synthesized via the HCl steaming-assisted conversion approach by using multiple functional groups including the sulfonate group and the Cl⁻ or HPO₄²⁻ group.

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28

Zhen, Hongyan, Tingting Wang, Rui Jia, Baowei Su, and Congjie Gao. "Preparation and performance of antibacterial layer-by-layer polyelectrolyte nanofiltration membranes based on metal–ligand coordination interactions." RSC Advances 5, no. 105 (2015): 86784–94. http://dx.doi.org/10.1039/c5ra15427h.

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Coordinative nanofiltration membranes with commendable antibacterial property and hydrophilicity are prepared and investigated extensively by alternating LBL assembly of polyethyleneimine and polystyrene sulfonate using Cu²⁺ as coordination agent.

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29

Sollewijn Gelpke, Arjan E., Johan J. N. Veerman, Marcel Schreuder Goedheijt, Paul C. J. Kamer, Piet W. N. M. van Leeuwen, and Henk Hiemstra. "Synthesis and use of water-soluble sulfonated dibenzofuran-based phosphine ligands." Tetrahedron 55, no. 21 (May 1999): 6657–70. http://dx.doi.org/10.1016/s0040-4020(99)00312-9.

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Kobayashi, Yuichi. "Coupling Reactions on Secondary Allylic, Propargylic, and Alkyl Carbons Using Organoborates/Ni and RMgX/Cu Reagents." Catalysts 13, no. 1 (January 6, 2023): 132. http://dx.doi.org/10.3390/catal13010132.

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In the first part of this review, secondary carbon-carbon bond formation by using allylic coupling reactions with aryl and alkenyl borates is presented. Early investigations have revealed the suitability of a nickel catalyst and [RTB(OMe)3]Li (RT: transferable group). Due to their low reactivity, the borates were converted to more reactive congeners possessing an alkanediol ligand, such as 2,3-butanediol and 2,2-dimethyl-1,3-propanediol. Borates with such diol ligands were used to install aryl and alkenyl groups on the monoacetate of 4-cyclopentenyl-1,3-diol. Furthermore, alkenyl borates showed sufficient reactivity toward less reactive allylic alcohol derivatives with bromine atoms at the cis position, producing dieneyl alcohols. In the second part, copper-based and/or copper-catalyzed substitutions of secondary allylic picolinates, propargylic phosphonates, and alkyl (2-pyridine)sulfonates with RMgX are briefly summarized. The application of these reactions to the synthesis of biologically active compounds is also discussed.

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31

Mcguinness, Debra, Asra Malikzay, Richard Visconti, Karen Lin, Marvin Bayne, Frederick Monsma, and Charles A. Lunn. "Characterizing Cannabinoid CB2 Receptor Ligands Using DiscoveRx PathHunter™ β-Arrestin Assay." Journal of Biomolecular Screening 14, no. 1 (November 21, 2008): 49–58. http://dx.doi.org/10.1177/1087057108327329.

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The authors have characterized a set of cannabinoid CB2 receptor ligands, including triaryl bis sulfone inverse agonists, in a cell-based receptor/β-arrestin interaction assay (DiscoveRx PathHunter™). The results were compared with results using a competitive ligand binding assay, and with effects on forskolin-stimulated cAMP levels (PerkinElmer LANCE™). The authors show good correlation between the 3 assay systems tested, with the β-arrestin protein complementation assay exhibiting a more robust signal than the cAMP assay for cannabinoid CB2 agonists. Further assay validation shows that DiscoveRx PathHunter™ HEK293 CB2 β-arrestin assay can be carried out from cryopreserved cell suspensions, eliminating variations caused by the need for multiple cell pools during live cell screening campaigns. These results, and the authors' results evaluating a test set of random library compounds, validate the use of ligand-induced interaction between the human cannabinoid CB2 receptor and β-arrestin as an appropriate and valuable screening platform for compounds specific for the cannabinoid CB2 receptor. ( Journal of Biomolecular Screening 2009:49-58)

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32

Chen, Xian, Pengpeng Yin, Lei Guan, Ying Wang, Hongzhe Jin, and Xuejia Xiong. "Synthesis, Crystal Structures, and Properties of Two Compounds Based on Carboxylate-Sulfonate Ligand." Russian Journal of General Chemistry 91, no. 8 (August 2021): 1584–91. http://dx.doi.org/10.1134/s1070363221080223.

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33

Łażewska, Dorota, Małgorzata Więcek, Grzegorz Satała, Paulina Chałupnik, Ewa Żesławska, Ewelina Honkisz-Orzechowska, Monika Tarasek, et al. "New Triazine Derivatives as Serotonin 5-HT6 Receptor Ligands." Molecules 28, no. 3 (January 22, 2023): 1108. http://dx.doi.org/10.3390/molecules28031108.

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Since the number of people with Alzheimer’s disease (AD) continues to rise, new and effective drugs are urgently needed to not only slow down the progression of the disease, but to stop or even prevent its development. Serotonin 5-HT6 receptor (5-HT6R) ligands are still a promising therapeutic target for the treatment of AD. 1,3,5-Triazine derivatives, as novel structures lacking an indole or a sulfone moiety, have proven to be potent ligands for this receptor. In present work, new derivatives of the compound MST4 (4-((2-isopropyl-5-methylphenoxy)methyl)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine), the potent 5-HT6R antagonist (Ki = 11 nM) with promising ADMET and in vivo properties, were designed. The synthesized compounds were tested for their affinity towards 5-HT6R and other receptor (off)targets (serotonin 5-HT2A, 5-HT7 and dopamine D2). Based on the new results, 4-(2-tert-butylphenoxy)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine (3) was selected for extended in vitro studies as a potent and selective 5-HT6R ligand (Ki = 13 nM). Its ability to permeate the blood–brain barrier (BBB) and its hepatotoxicity were evaluated. In addition, X-ray crystallography and solubility studies were also performed. The results obtained confirm that 6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine derivatives, especially compound 3, are promising structures for further pharmacological studies as 5-HT6R ligands.

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34

Varani, Tania, Majid Abdouss, Parisa Azerang, and Azar Tahghighi. "Acetylenic Sulfones and Acetylenic Sulfonamide Analogs: A Novel and Preferable Antimicrobial Drugs Based on Computational Strategies." Journal of Computational Biophysics and Chemistry 21, no. 01 (November 30, 2021): 115–22. http://dx.doi.org/10.1142/s2737416521410027.

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This study was done to report virtual screening and molecular docking studies of sulfacetamide derivatives as new antimicrobial drugs, belonging to the pharmacological class of sulfonamides. For this purpose, sulfonamide functional groups from a library of chemical structures were converted into acetylenic sulfone and acetylenic sulfonamide functional groups to introduce a new class of antimicrobial drugs with mechanisms of action of dihydropteroate synthase inhibitors (DHPS). Initially, a library of compounds containing approximately 170 acetylenic sulfone ligands was created by similarity search method, and a library containing 170 acetylenic sulfonamide ligands was designed to be administered as new inhibitors. After designing, their molecular docking energies were calculated by three software programs including Arguslab4.0.1, AutoDock Vina and Molegro Virtual Docker and the results were compared in terms of binding energy. Although acetylenic sulfonamide compounds showed better results, acceptable results were observed in both groups of compounds. Adsorption, distribution, metabolism and excretion (ADME) properties of acetylenic sulfones/acetylenic sulfonamide analogs were also analyzed using the admetSAR program. These new derivatives can be used in drug improvement processes for the treatment of antibacterial infections after performing further studies.

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35

Elhusseiny, Amel F., Hend M. Hussien, and Hammed H. A. M. Hassan. "An Initial Demonstration of Polyester Monomer Coordination Properties: Synthesis and Biological Activity of Metal Complexes Derived from a New Nanosized Diol." Letters in Organic Chemistry 16, no. 3 (February 11, 2019): 235–44. http://dx.doi.org/10.2174/1570178615666181009115435.

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A part of a running research project directed to building coordinated polymers based on the rigid aromatic s-triazine, the researchers reported the synthesis, characterization, antimicrobial, antioxidant and anti-inflammatory activities of four new transition metal complexes derived from the nanosized diol monomer (H2L ligand) as early representatives of its nanosized o-naphthol-based polyester. The reaction of the new nanosized N2O2 donor diimine containing sulfone with zinc (II), copper (II), nickel (II) and cobalt (II) ions offered nonconducting metal complexes. The SEM image showed the diol monomer was organized as well-defined nanosized rod-like morphology. Spectroscopic and magnetic susceptibility studies displayed the tetrahedral geometries for Zn (II), Co (II) and Ni (II) complexes while the Cu (II) complex had square planar geometry. The antioxidant and antiinflammatory activities were in the order [Cu2L2].4H2O > [Zn2L2] > [Ni (HL)2] > [Co2L2] > H2L. Despite the ligand, [Cu2L2].4H2O, [Zn2L2] and [Co2L2] complexes displayed no efficacy against the screened microbes, only the tetrahedral Ni (II) complex exhibited moderate activity. The reporting complexes possessed several notable advantages that render them as promising alternatives for the development of therapeutic agents. Selection of the rigid O-substituted naphthol ring as a source of Odonor ligands is expected to construct high dimensional frameworks and more easily contributing and controlling metallic topology.

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36

Jiao, Yan, Dan-Xia Zhao, Kai-Ping Yang, Xin Liu, Cheng-Yan Huang, Ming-Dao Zhang, and Min-Dong Chen. "Synthesis and structure of a cobalt coordination polymer based on 2,8-di(pyridin-4-yl)dibenzothiophene and 4,4-dicarboxydiphenylsulfone." Zeitschrift für Naturforschung B 71, no. 4 (April 1, 2016): 311–15. http://dx.doi.org/10.1515/znb-2015-0196.

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AbstractA new coordination polymer {[Co2(DPDBT)2(DCPS)2(H2O)](H2O)}n (1) [DPDBT = 2,8-di(pyridin-4-yl)dibenzothiophene, H2DCPS = 4,4′-dicarboxydiphenyl sulfone], was synthesized under solvothermal conditions. Complex 1 exhibits a 2D structure with two different kinds of binuclear cobalt cluster units. The UV/Vis spectra of 1 and of the ligands were investigated, indicating that complex 1 is a potential wide gap semiconductor material.

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37

Bondareva, L. P., Y. S. Peregudov, and A. V. Astapov. "Equilibrium of aliphatic amino acids on ion exchangers forming complexes in the presence of copper (II) and nickel (II) cations." Proceedings of the Voronezh State University of Engineering Technologies 81, no. 3 (December 20, 2019): 217–24. http://dx.doi.org/10.20914/2310-1202-2019-3-217-224.

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The task of isolating and separating amino acids from aqueous solutions exists in various industries. The traditional method of isolation is ligand exchange chromatography. When choosing a cation for ligand-binding chromatography based on its binding strength with the ion exchanger, often used as a sulfonated polystyrene ion exchanger keeps the copper (II) firmly enough, and therefore, it is easily replaced by other cations. Chelating ion exchangers charge cations of copper (II), which hold these ions firmly enough. In this case, separating a mixture of substances, it is due to differences in the constants of complexation agents and complexes distribution coefficients. The study of the interaction of amino acids with the aliphatic carboxylic acid, the exchange of phosphoric acid cations and the amino carboxylic and amino phosphonic polyampholytes has shown a significant effect of the pH of the medium on the nature of the sorption equilibria. Under certain conditions, in the phase of the ion exchanger in the form of complexing metal cations, the formation of new sorption centers is possible, which occur upon sorption of amino acids in the formation of mixed ligand compounds: the sorbent complex may simultaneously comprise amino acids and attached functional groups of the sorbent as ligands. The influence of the hydrogen index of the medium primarily affects the change in the nature of the formed complex compounds in the sorbent phase and the equilibrium solution and the ratio of their stability constants. If the stability constant of the ion exchanger complex is higher than the stability constant of the compound with a low molecular weight ligand, then the sorbed copper cations interact with incoming methionine ions without breaking the metal – functional group of the ion exchanger coordination bond. If the ratio of stability constants is the opposite, then the predominant elution of copper (II) cations occurs with the formation of complex compounds with an amino acid in an aqueous solution.

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38

Du, Zi-Yi, He-Rui Wen, and Yong-Rong Xie. "Novel 2D or 3D alkaline-earth metal sulfonate–phosphonates based on [O3S–C2H4–PO3H]2− ligand." Journal of Molecular Structure 891, no. 1-3 (November 2008): 272–77. http://dx.doi.org/10.1016/j.molstruc.2008.03.049.

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39

Lee, Jun-Ho, Hyoukryeol Choi, and Jae-Do Nam. "Tunable electrical properties of polystyrene/gold core-shell structure by in situ metallization of cationic gold complex on selective ion-exchange sites." Journal of Materials Research 24, no. 1 (January 2009): 253–59. http://dx.doi.org/10.1557/jmr.2009.0028.

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Gold-coated polystyrene (PS) beads were fabricated by an in situ metallization route involving a cationic-gold complex with a controlled amount of sulfonic acid groups formed on the PS bead surface. The interaction ratio of SO3− to [Au(phen)Cl2]+ may be estimated to be 2.4, which means that 2.4 sulfonated groups will interact with one gold cationic ligand based on geometric considerations. A modeling methodology was developed to predict the mechanical deformation, conductivity, and contact surface area of a spherical bead under compression.

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40

Schwarz, Alexander, Fortune Kohen, and Meir Wilchek. "Novel sulfone-based thiophilic ligands for the high-performance liquid chromatographic purification of antibodies." Reactive Polymers 22, no. 3 (June 1994): 259–66. http://dx.doi.org/10.1016/0923-1137(94)90123-6.

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41

Lei Guan, Xin Wang, and Ying Wang. "Hydrothermal Synthesis, Characterization, and Property of a Thulium Dinuclear Complex Based on Sulfonate-Phenol Ligand and 1,10-Phenanthroline." Crystallography Reports 65, no. 7 (November 25, 2020): 1124–28. http://dx.doi.org/10.1134/s106377452007007x.

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42

García-Gallego, Sandra, M. Jesús Serramía, Eduardo Arnaiz, Laura Díaz, M. Angeles Muñoz-Fernández, Pilar Gómez-Sal, M. Francesca Ottaviani, Rafael Gómez, and F. Javier de la Mata. "Transition-Metal Complexes Based on a Sulfonate-Containing N-Donor Ligand and Their Use as HIV Antiviral Agents." European Journal of Inorganic Chemistry 2011, no. 10 (February 22, 2011): 1657–65. http://dx.doi.org/10.1002/ejic.201001121.

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43

Shen, Sa-Sa, Chao Bai, Huai-Ming Hu, Fei Yuan, Xiaofang Wang, and Ganglin Xue. "Syntheses, Structures, and Luminescent Properties of Two Cadmium(II) Coordination Compounds based on a Sulfonate Functionalized Terpyridine Ligand." Zeitschrift für anorganische und allgemeine Chemie 641, no. 10 (July 1, 2015): 1772–76. http://dx.doi.org/10.1002/zaac.201500210.

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44

Wang, Xiu-Ying, Long Xu, Rui-Bin Liu, Shu-Qin Liu, Wen-Bo Yang, and Jian-Jun Zhang. "Two 2D Metal-organic Networks Based on a Rigid Imidazolate/Sulfonate Functionalized Ligand - Effect of the Coordination Modes of the Ligand on Crystal Structures." Zeitschrift für anorganische und allgemeine Chemie 638, no. 6 (March 29, 2012): 1006–11. http://dx.doi.org/10.1002/zaac.201100528.

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45

Roecker, Lee, Mohammed Aiyegbo, Aladdin Al-Haddad, Emily Fletcher, Ravi Kc, Jason Hurst, Timothy Lane, et al. "Synthesis and Characterisation of [(en)2Co]3+ Complexes Coordinated by Substituted Thiourea Ligands." Australian Journal of Chemistry 66, no. 8 (2013): 944. http://dx.doi.org/10.1071/ch13150.

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Substituted thiourea ligands bind in a bidentate manner forming a four-membered ring through the sulfur atom and a deprotonated thiourea nitrogen atom when reacted with [(en)2Co(OSO2CF3)2]+ in tetramethylene sulfone. Reaction of unsymmetrical ligands results in the formation of coordination isomers, some of which can be separated by column chromatography using Sephadex SPC-25. Coordination isomers are easily distinguishable based on visible and 1H NMR spectroscopy . Twelve para-substituted and one meta-substituted ligands were studied: N,N′-dibenzylthiourea (1a); N-(R)phenyl-N′-benzylthiourea {R = H (2a), NO2 (2b), CH3 (2c)}; N-(R)phenyl-N′-(R′)phenylthiourea {R, R′: H, H (3a), H, CH3 (3b), OCH3, NO2 (3c), CH3, NO2 (3d)}; N-methyl-N′-(R)phenylthiourea {R = H (4a), CH3 (4b), OCH3 (4c), NO2 (4d), 3-CH3 (4e)}. The solid state structure (X-ray) of one isomer of Co-4a as its perchlorate salt confirms the coordination mode suggested by 1H NMR spectroscopy and shows that the Co–N bond trans to the coordinated thiourea sulfur induces a structural trans effect of 0.019 Å.

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46

Shen, Sa-Sa, Xiaofang Wang, Huai-Ming Hu, Fei Yuan, Fa-Xin Dong, and Ganglin Xue. "Synthesis, crystal structure and luminescence of Ag(I) coordination polymers based on a new sulfonate functionalized terpyridine derivative ligand." Polyhedron 91 (May 2015): 52–58. http://dx.doi.org/10.1016/j.poly.2015.02.021.

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47

Xu, Bing, Qing Chen, Huai-Ming Hu, Ran An, Xiaofang Wang, and Ganglin Xue. "Hydrothermal Syntheses, Crystal Structures, and Luminescence Properties of Lanthanide-Based Coordination Polymers Constructed by Sulfonate Functionalized Imidazophenanthroline Derivative Ligand." Crystal Growth & Design 15, no. 5 (April 10, 2015): 2318–29. http://dx.doi.org/10.1021/acs.cgd.5b00117.

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48

Tordera, Daniel, Andreas M. Bünzli, Antonio Pertegás, José M. Junquera-Hernández, Edwin C. Constable, Jennifer A. Zampese, Catherine E. Housecroft, Enrique Ortí, and Henk J. Bolink. "Efficient Green-Light-Emitting Electrochemical Cells Based on Ionic Iridium Complexes with Sulfone-Containing Cyclometalating Ligands." Chemistry - A European Journal 19, no. 26 (May 6, 2013): 8597–609. http://dx.doi.org/10.1002/chem.201300457.

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49

Luísa Ramos, M., Licínia L. G. Justino, Paulo E. Abreu, Sofia M. Fonseca, and Hugh D. Burrows. "Oxocomplexes of Mo(vi) and W(vi) with 8-hydroxyquinoline-5-sulfonate in solution: structural studies and the effect of the metal ion on the photophysical behaviour." Dalton Transactions 44, no. 44 (2015): 19076–89. http://dx.doi.org/10.1039/c5dt03473f.

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50

Lubelska, Annamaria, Gniewomir Latacz, Magdalena Jastrzębska-Więsek, Magdalena Kotańska, Rafał Kurczab, Anna Partyka, Małgorzata Anna Marć, et al. "Are the Hydantoin-1,3,5-triazine 5-HT6R Ligands a Hope to a Find New Procognitive and Anti-Obesity Drug? Considerations Based on Primary In Vivo Assays and ADME-Tox Profile In Vitro." Molecules 24, no. 24 (December 6, 2019): 4472. http://dx.doi.org/10.3390/molecules24244472.

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Though the 5-HT6 serotonin receptor is an important target giving both agonists and antagonists similar therapeutic potency in the treatment of topic CNS-diseases, no 5-HT6R ligand has reached the pharmaceutical market yet due to the too narrow chemical space of the known 5-HT6R agents and insufficient “drugability.” Recently, a new group of non-indole and non-sulfone hydantoin-triazine 5-HT6R ligands was found, where 3-((4-amino-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-yl)methyl)-5-methyl-5-(naphthalen-2-yl)imidazolidine-2,4-dione (KMP-10) was the most active member. This study is focused on wider pharmacological and “druglikeness” characteristics for KMP-10. A computer-aided insight into molecular interactions with 5-HT6R has been performed. “Druglikeness” was examined using an eight-test panel in vitro, i.e., a parallel artificial membrane permeability assay (PAMPA), and Caco-2 permeability-, P-glycoprotein (Pgp) affinity-, plasma protein binding-, metabolic stability- and drug–drug interaction-assays, as well as mutagenicity- and HepG2-hepatotoxicity risk tests. Behavioral studies in vivo, i.e., elevated plus-maze (EPM) and novel object recognition (NOR) tests, were performed. Extended studies on the influence of KMP-10 on rats’ metabolism, including biochemical tests, were conducted in vivo. Results indicated significant anxiolytic and precognitive properties, as well as some anti-obesity properties in vivo, and it was found to satisfy the “druglikeness” profile in vitro for KMP-10. The compound seems to be a good lead-structure and candidate for wider pharmacological studies in search for new CNS-drugs acting via 5-HT6R.

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