Synthesis of 1,4-di(n-pyridyl)buta-1,3-diyne and formation of charge-transfer complexes. X-Ray structure of 1,4-di(3-pyridyl)buta-1,3-diyne

Rodriguez, Jose Gonzalo Gonzalez; Martı́n-Villamil, Rosa; Cano, F. H.; Fonseca, I.

doi:10.1039/a605468d

Cited by 49 publications

(30 citation statements)

References 3 publications

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“…Preparation of the Ligand 1,4-Bis(3-pyridyl)buta-1,3-diyne: [14] Oxygen was bubbled into a solution of copper(I) chloride (1.56 mmol) in pyridine (8 mL) warmed to 40°C, after which 3-ethynylpyridine (4.33 mmol) was added. The mixture was stirred for 3 h, after which it was cooled and concentrated by removal of pyridine by distillation.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear Pt^II Complexes

2009

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The dinuclear PtII complexes bis{[(1R,2R)‐(–)‐1,2‐diaminocyclohexane]chloroplatinum(II)}(μ‐1,8‐octanediamine), bis{[(1R,2R)‐(–)‐1,2‐diaminocyclohexane]chloroplatinum(II)}(μ‐1,10‐decanediamine) and bis{[(1R,2R)‐(–)‐1,2‐diaminocyclohexane]chloroplatin(II)}[μ‐1,4‐bis(3‐pyridyl)buta‐1,3‐diyne] were synthesized. Acid‐base titrations and concentration and temperature dependent measurements of the reactions with chloride and thiourea were performed to study the influence of the nature of the bridging ligand on the thermodynamic and kinetic properties of the complexes. The reactions with chloride and thiourea were followed under pseudo‐first‐order conditions by stopped‐flow and UV/Vis spectrophotometry. The results indicate that the bridging ligand has an influence on the reactivity and stability of the complexes towards nucleophiles as well as on possible electronic interactions between the two PtII centres. The experimental results are discussed in reference to structures obtained by DFT (BP86/LACVP*) calculations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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Section: Methodsmentioning

confidence: 99%

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear Pt^II Complexes

2009

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“…Synthesis of 9-(3(-pyridylethynyl)10-bromoanthracene (3) and 9,10-bis(3 0 -pyridylethynyl)anthracene (5): In a Schlenk flask containing a degassed mixture of 3-ethynylpyridine (2) [14] (0.50 g, 4.8 mmol) and 9,10-dibromoanthracene (1) (2 g, 5.9 mmol) in triethyamine (20 mL), Pd(OAc) 2 (0.024 g, 0.1 mmol) and PPh 3 (0.054 g, 0.2 mmol) were added. The mixture was refluxed for 24 h, after which the solvent was removed under vacuum.…”

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confidence: 99%

Molecular Tectonics at the Solid/Liquid Interface: Controlling the Nanoscale Geometry, Directionality, and Packing of 1D Coordination Networks on Graphite Surfaces

et al. 2009

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Supramolecular arrays composed of 1‐D coordination networks on surfaces, with nanoscale control over both the geometry and the directionality, are achieved through the design and combination of organic tectons with metal complexes (CoCl2) or metal centers (Pd(BF4)2). Scanning tunneling microscope at the solid/liquid interface allows the visualization of long and shape‐persistent arrays, with either linear or zig‐zag geometries.

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“…Resorcinarenes 1 and 2 were prepared according to procedures described in the literature [20]. 1,4-bis(4-pyridyl)butadiyne (bpb) was synthesized according to a published method [21]. 4,4 -Bipyridine was purchased from Aldrich Ltd. 1 H NMR spectra were recorded on a Bruker DPX-300 instrument with tetramethylsilane as internal standard.…”

Section: Generalmentioning

confidence: 99%

Hydrogen-bonded Supramolecular Solids of Resorcinarenes with 4,4´-Bipyridine and 1,4-Bis(4-pyridyl)butadiyne

Wang

Liu

Zhang

2008

Zeitschrift Für Naturforschung B

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The self-assembly of the bifunctional 4,4 -bipyridine (bipy) with bowl-shaped C-iso-butylresorcinarene (1) under two different conditions was investigated. The 0D carcerand-like capsule complex 1 · 2(bipy) · 0.5EtOH · 4H 2 O (3) with four stacked bipys was formed in 95 % ethanol solution. The 2D wave-like layered sheet complex 1 · 2(bipy) · CH 3 CN · 2H 2 O (4) constructed by bipy bridging 1D wave-like ribbons with hydrogen-bonded planar hexagonal rings was obtained from a wet acetonitrile solution. The multicomponent complexes 2 · 2(bpb) · MeCN (5) and 1 · (bpb) · 2MeOH (6) formed from self-assembly of 1,4-bis(4-pyridyl)butadiyne (bpb) with Cmethyl-resorcinarene (2) in acetonitrile and 1 in methanol, respectively. The structure of 5 reveals four symmetrical intermolecular O -H ··· N hydrogen bonds between 2 and bpb with two slightly distorted pyridine molecules, forming a wave-like chain polymer. A large extended cavity is built up to give a multicomponent molecular host which is filled with a solvent-and self-inclusion molecule as guests. The structure of 6 exhibits a pair of resorcinarene molecules side-connected to each other by two intermolecular O -H ··· O hydrogen bonds to form a 1D wave-like tape, which is further bridged by bpb with two perpendicular pyridines to form a 2D sheet.

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Synthesis of 1,4-di(n-pyridyl)buta-1,3-diyne and formation of charge-transfer complexes. X-Ray structure of 1,4-di(3-pyridyl)buta-1,3-diyne

Cited by 49 publications

References 3 publications

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear Pt^II Complexes

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear Pt^II Complexes

Molecular Tectonics at the Solid/Liquid Interface: Controlling the Nanoscale Geometry, Directionality, and Packing of 1D Coordination Networks on Graphite Surfaces

Hydrogen-bonded Supramolecular Solids of Resorcinarenes with 4,4´-Bipyridine and 1,4-Bis(4-pyridyl)butadiyne

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Synthesis of 1,4-di(n-pyridyl)buta-1,3-diyne and formation of charge-transfer complexes. X-Ray structure of 1,4-di(3-pyridyl)buta-1,3-diyne

Cited by 49 publications

References 3 publications

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear PtII Complexes

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear PtII Complexes

Molecular Tectonics at the Solid/Liquid Interface: Controlling the Nanoscale Geometry, Directionality, and Packing of 1D Coordination Networks on Graphite Surfaces

Hydrogen-bonded Supramolecular Solids of Resorcinarenes with 4,4´-Bipyridine and 1,4-Bis(4-pyridyl)butadiyne

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Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear Pt^II Complexes

Synthesis, Characterization, Thermodynamic and Kinetic Properties of a New Series of Dinuclear Pt^II Complexes