- A self-assembled supramolecular optical sensor for Ni(II), Cd(II), and Cr(III)
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A new chromogenic supramolecular sensor for transition metals is reported. It is based on a newly designed phenanthroline-containing molecule that self-assembles via an organometallic "clip" into a supramolecular optical sensor for metals.
- Resendiz, Marino J. E.,Noveron, Juan C.,Disteldorf, Hendrick,Fischer, Sonja,Stang, Peter J.
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- Photophysical Properties of Oligo(phenylene ethynylene) Iridium(III) Complexes Functionalized with Metal-Anchoring Groups
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The electrochemical and photophysical properties of a family of conjugated ligands and their iridium(III) cyclometallated complexes are described. They consist of a series of monocationic IrIII bis-2-phenylpyridine complexes with p-phenylethynyl-1,10-phenanthroline ligands of different length. The structure of these ligands includes terminal acetylthiol or pyridine groups, which can provide good electrical contacts between metal electrodes. Cyclic voltammetry, absorption and emission spectroscopy, laser flash photolysis and density functional theory calculations reveal that the high conjugation of the diimine ligand affords small energy gaps between the frontier orbitals. Nevertheless, the nature of the terminal substituents and the extent of the conjugation in the diimine ligand have little influence on the photophysical features at room temperature. The spectroscopic data and theoretical calculations agree that the charge-transfer nature of the emitting excited state is maintained along the series at room temperature, whereas in rigid matrices ligand-centred states also contribute to the low-temperature emission. The good conducting features of the diimine ligands, the small dependence of the HOMO-LUMO (HOMO = highest occupied molecular orbital, LUMO = lowest unoccupied molecular orbital) gaps of these complexes on the ligands and the charge-transfer nature of the emitting excited state make these complexes promising test beds for the study of photoconducting phenomena in molecular junctions.
- Ponce, Julia,Aragó, Juan,Vayá, Ignacio,Magenti, Jorge Gómez,Tatay, Sergio,Ortí, Enrique,Coronado, Eugenio
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supporting information
p. 1851 - 1859
(2016/05/02)
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- Effect of metal complexation on the conductance of single-molecular wires measured at room temperature
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The present work aims to give insight into the effect that metal coordination has on the room-temperature conductance of molecular wires. For that purpose, we have designed a family of rigid, highly conductive ligands functionalized with different termina
- Ponce, Julia,Arroyo, Carlos R.,Tatay, Sergio,Frisenda, Riccardo,Gavi?a, Pablo,Aravena, Daniel,Ruiz, Eliseo,Van Der Zant, Herre S. J.,Coronado, Eugenio
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p. 8314 - 8322
(2014/06/24)
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- Fast pirouetting motion in a pyridine bisamine-containing copper-complexed rotaxane
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The present work reports the introduction of pyridine bisamine terdentate ligands in the structure of a pirouetting copper rotaxane. Rotaxane 2[PF 6] constitutes the first example of the incorporation of imine-based dynamic covalent chemistry in the synthesis of switchable copper-complexed interlocked systems. In this rotaxane, the substitution of the classical terpyridine terdentate unit by a pyridine bisamine moiety has led to a significant stabilization of the pentacoordinated site. That fact has been evidenced by EPR spectroscopy and cyclic voltammetry. Regarding the tetracoordinated site, the congestion around the coordination sphere has been reduced to accelerate the typically slow reorganization of the CuII. Ethynyl-3,8-substitution on the axis phenanthroline along with the 2,9-diphenyl-1,10-phenanthroline (dpp) present in the macrocycle afforded a very stable coordination environment for CuI, which is at the same time labile upon oxidation. In summary, the incorporation of a pyridine bisamine unit as a terdentate ligand and the optimization of the bidentate ligand of the axle not only has led to a simplification of the synthetic procedures, but it has also given rise to a bistable systems with an enhanced energetic separation between states and an acceleration of the reorganization processes. Thus far, rotaxane 2[PF6] presents the fastest switching cycle reported to date in copper-interlocked dynamic systems.
- Coronado, Eugenio,Gavina, Pablo,Ponce, Julia,Tatay, Sergio
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supporting information
p. 6939 - 6950
(2014/06/09)
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- Synthesis of water soluble PEG-functionalized iridium complex via click chemistry and application for cellular bioimaging
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A water soluble iridium (III) complex was prepared via click chemistry. It shows the bright red phosphorescence centered at 625 nm with a quantum yield of ~ 1.4% in the phosphate buffered saline (PBS) solution. Furthermore, it has low cytotoxicity, good m
- Yang, Hong,Li, Liutao,Wan, Liqiang,Zhou, Zhiguo,Yang, Shiping
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scheme or table
p. 1387 - 1390
(2011/03/01)
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- Synthesis of soluble, linear trisphenanthrolines
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The preparation of several soluble, linear trisphenanthrolines is described. The ligands are designed along the HETPHEN concept as precursors for heteroleptic bisphenanthroline metal ion complexes. Hence, they are important building blocks for various sup
- Schmittel, Michael,Michel, Christoph,Wiegrefe, Andreas
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p. 367 - 373
(2007/10/03)
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- Synthesis of ladder polyaromatics as new molecular device candidates
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In order to investigate one of the proposed molecular electronics switching mechanisms, we synthesized several molecules whose cores are unable to undergo conformational rotation. Preparation of these molecules, all of which are terminated with the thioac
- Ciszek, Jacob W.,Tour, James M.
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p. 2801 - 2803
(2007/10/03)
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- Segmented multitopic ligands constructed from bipyrimidine, phenanthroline, and terpyridine modules
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Starting from bromo-substituted 2,2′-bipyrimidine or 1,10-phenanthroline building blocks, the preparation in a first step of ethynyl grafted molecules allows the production in a second step of multitopic ligands by cross-coupling with difunctionalised chelating molecules. Various combinations allow the interconnection of bipyrimidine to terpyridine, pyrene, or phenanthroline fragments. When two alkyne functions are present, a simple protocol gives a large variety of linear or bent ligands with an increasing number of nitrogen atoms. It was also possible to construct a linear complex capped at the periphery by ruthenium(II) centers and retaining an uncomplexed phenanthroline fragment in its core.
- Ziessel, Raymond,Stroh, Christophe
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p. 4051 - 4055
(2007/10/03)
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- A highly regioselective Sonogashira coupling as a key step in the preparation of the first phenanthroline with two diverse reactive groups in 3,8-positions
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(Matrix presented) The preparation of 3,8-unsymmetric phenanthrolines is described. Desymmetrization of 3,8-dibromophenanthroline was achieved after monoarylation followed by regioselective Pd-catalyzed monoalkynylation that was controlled by the methoxy
- Liu, Shi-Xia,Michel, Christoph,Schmittel, Michael
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p. 3959 - 3962
(2007/10/03)
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