Synthesis of new dendritic antenna-like polypyridine ligands

Zalas, Maciej; Gierczyk, Błażej; Cegłowski, Michał; Schroeder, Grzegorz

doi:10.2478/s11696-012-0196-5

Cited by 32 publications

(36 citation statements)

References 44 publications

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“…Synthesis of 4‐amino‐2,2′‐bipyridine : 4‐amino‐2,2′‐bipyridine was synthesized following the reported protocol,,, the scheme of synthetic route is shown in Figure S1.…”

Section: Methodsmentioning

confidence: 99%

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]⁺ and a Renewable Enzymatic Layer

et al. 2018

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A bioelectrode for electroenzymatic synthesis was prepared, combining a layer for NADH regeneration and a renewable layer for enzymatic substrate reduction. The covalent immobilization of a rhodium complex mediator ([Cp*Rh(bpy)Cl] + ) on the surface of a bucky paper electrode was achieved by following an original protocol in two steps. A bipyridine ligand was first grafted on the electrode by electro-reduction of bipyridyl diazonium cations generated from 4-amino-2,2'-bipyridine, and the complex was then formed by reaction with [RhCp*Cl 2 ] 2 . A turnover frequency of 1.3 s À1 was estimated for the electrocatalytic regeneration of NADH by this immobilized complex, with a Faraday efficiency of 83 %. The bucky paper electrode was then overcoated by a bio-doped porous layer made of glassy fibers with immobilized D-sorbitol dehydrogenase. This assembly allowed for the efficient separation of the enzyme and the rhodium catalyst, which is a prerequisite for effective bioelectrocatalysis with such bioelectrochemical system, while allowing effective mass transport of NAD + /NADH cofactor from one layer to the other. Thereby, it was possible to reuse the same mediator-functionalized bucky paper with three different enzyme layers. The bioelectrode was applied to the electroenzymatic reduction of D-fructose to D-sorbitol. A turnover frequency of 0.19 s À1 for the rhodium complex was observed in the presence of 3 mM D-fructose and a total turnover number higher than 12000 was estimated.

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“…Synthesis of 4‐amino‐2,2′‐bipyridine : 4‐amino‐2,2′‐bipyridine was synthesized following the reported protocol,,, the scheme of synthetic route is shown in Figure S1.…”

Section: Methodsmentioning

confidence: 99%

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]⁺ and a Renewable Enzymatic Layer

et al. 2018

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“…Preparation and Physical Properties of 2‐(pyridin‐2‐yl)pyridine 1‐oxide , 2 : The synthetic procedure corresponds to a slightly modified literature method . 4.000 g 2,2′‐bipyridine (0.026 mol) were placed in a round flask and were combined with 20 mL of concentrated trifluoroacetic acid at 0 °C.…”

Section: Methodsmentioning

confidence: 99%

“…Preparation and Physical Properties of 4‐nitro‐2‐(pyridin‐2‐yl)pyridine 1‐oxide , 3 : The synthetic procedure corresponds to a slightly modified literature method . 55.68 g potassium nitrate (0.551 mol) was mixed with 135 mL of concentrated sulfuric acid and stirred at room temperature until a homogeneous solution had formed.…”

Section: Methodsmentioning

confidence: 99%

Attaching Photochemically Active Ruthenium Polypyridyl Complex Units to Amorphous Hydrogenated Carbon (a‐C:H) Layers

Schink

Catena

Heintz

et al. 2018

Adv Materials Inter

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Amorphous hydrogenated carbon (a-C:H) films are applied 500 nm thick on Si(100) via plasma-enhanced chemical vapor deposition (PECVD) using ethyne. Present plasma conditions enrich the sp 2 -content especially toward the outermost a-C:H layers, which in turn are used to attach a photoactive Ru-polypyridyl complex to the surface. An azo-bridged dinuclear Ru-polypyridyl complex is optimized in synthesis and the final mononuclear fragment attached on a-C:H photochemically under UV-irradiation with concomitant N 2 release. The Ru-polypyridyl complex is characterized by MS, NMR, IR, UV/vis, fluorescence spectroscopy, and time-dependent density functional theory (DFT) calculations. Crystallographic data for the intermediate 4-nitro-2-(pyridin-2-yl)pyridine 1-oxide as essential precursor are established. Morphological characteristics of the a-C:H @ Si and final Ru(complex) @ a-C:H @ Si combinations are determined by atomic force microscopy (AFM) revealing individual grain-like structures. The presence of Ru on the a-C:H @ Si surface is initially verified qualitatively by laser-induced breakdown spectroscopy (LIBS) and by inductively coupled plasma-sector field mass spectrometry (ICP-SF-MS) after chemical digestion. With laser ablation-ICP-MS mapping, full Ru coverage is proven, also revealing inhomogeneities in terms of "Ru hot spots". The current investigation proves the successful attachment of a Ru-complex on a-C:H and indicates a starting point for the development of further material combinations for feasible sunlight to energy conversions. Surface FunctionalizationThe ORCID identification number(s) for the author(s) of this article can be found under https://doi.

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“…Both the chloride and bromide species are literature known. [13,14] For the chloride substituted bipyridine, first bipyridine N-oxide was generated, which was chlorinated in a second step using phosphoryl chloride. This reaction forms both the 4-chloro and 6-chloro bipyridines.…”

Section: Synthesismentioning

confidence: 99%

Minimizing Side Product Formation in Alkyne Functionalization of Ruthenium Complexes by Introduction of Protecting Groups

Wintergerst

Witas

Nauroozi

et al. 2020

Zeitschrift anorg allge chemie

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The synthesis of alkyne functionalized bipyridine ruthenium complexes are reported. The improved synthetic approach through application of stable protecting groups prevents formation of possible side products while facilitating purification. By applying copper‐catalysed azide‐alkyne cycloaddition reactions (CuAAC) pyrene units with flexible alkyl linkers are introduced at the periphery of the complex, opening up various applications including surface immobilization and DNA intercalation. All complexes are characterized structurally as well as photophysically, especially regarding the influence of the introduced alkyne and triazolyl substituents on their photophysical behavior.

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Synthesis of new dendritic antenna-like polypyridine ligands

Cited by 32 publications

References 44 publications

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]⁺ and a Renewable Enzymatic Layer

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]⁺ and a Renewable Enzymatic Layer

Attaching Photochemically Active Ruthenium Polypyridyl Complex Units to Amorphous Hydrogenated Carbon (a‐C:H) Layers

Minimizing Side Product Formation in Alkyne Functionalization of Ruthenium Complexes by Introduction of Protecting Groups

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Synthesis of new dendritic antenna-like polypyridine ligands

Cited by 32 publications

References 44 publications

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]+ and a Renewable Enzymatic Layer

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]+ and a Renewable Enzymatic Layer

Attaching Photochemically Active Ruthenium Polypyridyl Complex Units to Amorphous Hydrogenated Carbon (a‐C:H) Layers

Minimizing Side Product Formation in Alkyne Functionalization of Ruthenium Complexes by Introduction of Protecting Groups

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Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]⁺ and a Renewable Enzymatic Layer

Electrocatalytic Biosynthesis using a Bucky Paper Functionalized by [Cp*Rh(bpy)Cl]⁺ and a Renewable Enzymatic Layer