857296-36-7Relevant academic research and scientific papers
Formation of hexagonal coordination complexes
Schultheiss, Nate,Ellsworth, Joseph M.,Bosch, Eric,Barnes, Charles L.
, p. 45 - 46 (2005)
The synthesis of the ligand 1,3-bis(3′-pyridylethynyl)benzene and the coordination complex formed with copper(II) acetate is described. The complex is hexagonal with two ligands bridged by paddlewheel-shaped dimeric copper(II) acetate moieties. The complexes are packed in such a way that the benzene rings from two separate complexes penetrate into the central cavity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Two-component control of guest binding in a self-assembled cage molecule
Liao, Puhong,Langloss, Brian W.,Johnson, Amber M.,Knudsen, Eric R.,Tham, Fook S.,Julian, Ryan R.,Hooley, Richard J.
, p. 4932 - 4934 (2010)
A self-assembled M2L4 palladium-pyridyl cluster with a paddle-wheel structure shows binding affinity in competitive organic solvents for neutral organic guests that possess both the correct size and electrostatic complementarity.
Arylation of Terminal Alkynes by Aryl Iodides Catalyzed by a Parts-per-Million Loading of Palladium Acetate
Hamasaka, Go,Roy, David,Tazawa, Aya,Uozumi, Yasuhiro
, p. 11640 - 11646 (2019/12/02)
Arylation of terminal alkynes (16 varieties) by aryl iodides (28 varieties) was achieved with a mol ppm loading level of palladium catalyst, where a variety of functional groups including heteroarenes were tolerated. Thus, the arylations were carried out in the presence of palladium acetate at ppm loadings and potassium carbonate in ethanol at 80 °C to give the corresponding internal alkynes in good to excellent yields. Synthesis of 2-phenyl-3-(phenylalkynyl)benzofuran was achieved by iterative use of the alkyne arylation under mol ppm catalytic conditions. Reaction-rate analysis, transmission electron microscopic (TEM) examination of the reaction mixture, and mercury-amalgamation test were performed to gain insight into the active species of the highly active ppm catalytic species. TEM examination of the reaction mixture revealed that palladium nanoparticles were generated in situ under the reaction conditions, and their cluster size was variable during the catalytic reaction. A variation in size of palladium particles suggested that the composition-decomposition process of Pd aggregates should take place in situ via monomeric palladium(0) species and/or fine palladium(0) clusters, which might be real catalytic species in this reaction.
Structure-Activity Relationships for Negative Allosteric mGluR5 Modulators
Kaae, Birgitte H.,Harpsoe, Kasper,Kvist, Trine,Mathiesen, Jesper M.,Molck, Christina,Gloriam, David,Jimenez, Hermogenes N.,Uberti, Michelle A.,Nielsen, Soren M.,Nielsen, Birgitte,Braeuner-Osborne, Hans,Sauerberg, Per,Clausen, Rasmus P.,Madsen, Ulf
experimental part, p. 440 - 451 (2012/06/04)
A series of compounds based on the mGluR5-selective ligand 2-methyl-6-(phenylethynyl)pyridine (MPEP) were designed and synthesized. The compounds were found to be either structural analogues of MPEP, substituted monomers, or dimeric analogues. All compounds retained mGluR5 selectivity with only weak or no activity at other mGluRs or iGluRs. The substituted analogue, 1,3-bis(pyridin-2-ylethynyl)benzene (19), is a potent negative modulator at mGluR5, whereas all other compounds lost potency relative to MPEP and showed that activity is highly dependent on the position of the nitrogen atom in the pyridine moieties. A homology modeling and ligand docking study was used to understand the binding mode and the observed selectivity of compound 19.
Toward the self-assembly of metal-organic nanotubes using metal-metal and π-stacking interactions: Bis (pyridylethynyl) silver(I) metallo-macrocycles and coordination polymers
Kilpin, Kelly J.,Gower, Martin L.,Telfer, Shane G.,Jameson, Geoffrey B.,Crowley, James D.
experimental part, p. 1123 - 1134 (2011/04/26)
Shape-persistent macrocycles and planar organometallic complexes are beginning to show considerable promise as building blocks for the self-assembly of a variety of supramolecular materials including nanofibers, nanowires, and liquid crystals. Here we report the synthesis and characterization of a family of planar di-and tri-silver(I) containing metallo-macrocycles designed to self-assemble into novel metal-organic nanotubes through a combination of n-stacking and metal-metal interactions. The silver(I) complexes have been fully characterized by elemental analysis, high resolution electrospray ionization mass spectrometry (HR-ESI-MS), IR, 1H and 1C NMR spectroscopy, and the solution data are consistent with the formation of the metallo-macrocycles. Four of the complexes have been structurally characterized using X-ray crystallography. However, only the di-silver(I) complex formed with 1,3-bis(pyridin-3-ylethynyl) benzene is found to maintain its macrocyclic structure in the solid state. The di-silver(I) shape-persistent macrocycle assembles into a nanoporous chicken-wire like structure, and ClO4- anions and disordered H 2O molecules fill the pores. The silver(I) complexes of 2,6-bis(pyridin-3-ylethynyl)pyridine and 1,4-di(3-pyridyl)buta-1,3-diyne ring-open and crystallize as non-porous coordination polymers.
Synthesis and properties of metal-ligand complexes with endohedral amine functionality
Johnson, Amber M.,Moshe, Orly,Gamboa, Ana S.,Langloss, Brian W.,Limtiaco, John F. K.,Larive, Cynthia K.,Hooley, Richard J.
scheme or table, p. 9430 - 9442 (2011/11/04)
A series of tetracationic M2L4 palladium-pyridyl complexes with endohedral amine functionality have been synthesized. The complexes were analyzed by NMR techniques (including Diffusion NMR and 2D NOESY), electrospray ionization (ESI) mass spectrometry, and X-ray crystallography. The solid state analysis shows a large change in crystal morphology upon introduction of the endohedral amine groups, caused by deleterious interactions between the amines and the triflate counterions from the coordination process. Combination of different ligands allows analysis of ligand exchange rates via NMR analysis, with half-lives on the order of 3 h, independent of the donor properties of the ligand. Self-sorting behavior is observed, with more electron-rich ligands being favored. The amine-containing and extended complexes are strongly fluorescent, giving quantum yields of up to 83%.
