Synthesis of (Pyridin-2-YL)Hydrazone Rhenium(I) Tricarbonyl Complexes that Exhibit pH-Sensitive Fluorescence

Hapuarachchige, Sudath; Bryant, Bj K.; Arterburn, Jeffrey B.

doi:10.1007/s10593-014-1469-4

Cited by 7 publications

(2 citation statements)

References 31 publications

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“…So far, various Eu(III) complexes with multipodal ligands, such as diketonate [5], Schiff-base [6], carboxylate [7], and bipyridyl [8] have been reported. Meanwhile, hydrazone compounds are excellent multipodal ligands [9], and their metal complexes have also shown good properties in cytotoxic activity [10], luminescence [11], and catalytic application [12]. Syntheses of propargylamines under heterogeneous catalysis are particularly attractive as they allow the production and ready separation of large quantities of products using small amounts of catalysts.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazolecarboxaldehyde-pyridine-2-carbohydrazone

Wang

Liu²,

2017

Bull. Chem. React. Eng. Catal.

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A novel Eu(III) complex, [Eu(L)2(H2O)4]·(NO3)·(H2O)4 (1) (H2L = 4-imidazolecarboxaldehyde-pyridine-2-carbohydrazide), was synthesized. Its structure has been characterized by elemental analysis, IR, and X-ray single crystal diffraction analysis. Complex 1 is of orthorhombic, space group Fdd2 with a = 29.471(6) A˚, b = 10.287(2) A˚, c = 24.340(5) A˚, V = 7379(3) A˚3, Z = 8, Mr = 902.58, Dc = 1.625 µg·m -3 , µ = 1.789 mm -1 , F(000) = 3656, GOOF = 1.099, the final R = 0.0517, ωR = 0.1292 for 3043 observed reflections with I > 2σ(I). The A 3 coupling reaction has been investigated using the complex 1 as catalyst. The luminescent spectrum of the complex 1 gives two weak peaks (448 nm and 491 nm) and two strong peaks (596 nm and 620 nm) from excitation at 279 nm.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazolecarboxaldehyde-pyridine-2-carbohydrazone

Wang

Liu²,

2017

Bull. Chem. React. Eng. Catal.

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“…Since Wrighton and co-workers first investigated rhenium(I) polypyridyl 1,2 complexes, a great interest from many research groups has emerged. Nowadays the investigation associated with rhenium(I) polypyridyl complexes is focused on the development of technologies for CO 2 photoreduction, [3][4][5][6][7][8] cell imaging, [9][10][11] luminescent sensors, [12][13][14][15][16][17][18] antitumor activity, 19,20 OLED devices (Organic Light-Emitting Diodes) 21,22 as well as fundamental studies on their photophysical and photochemical properties.…”

Section: Introductionmentioning

confidence: 99%

Contrasting photophysical properties of rhenium(i) tricarbonyl complexes having carbazole groups attached to the polypyridine ligand

et al. 2016

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In the present work, new rhenium(i) polypyridyl compounds, fac-[Re(L)(CO)3(cbz2phen)](+/0) where cbz2phen = 4,7-di(9H-carbazol-9-yl)-1,10-phenanthroline and L = Cl(-), pyridine (py) or 2-aminomethylpyridine (ampy) were synthesized and characterized by (1)H NMR, UV-Vis and IR spectroscopy combined with theoretical calculations using time-dependent density functional theory (TD-DFT). Their photophysical properties were investigated by steady state and time-resolved emission spectroscopy. These compounds show a strong and broad absorption band around 350-500 nm that, also by TD-DFT, corresponds to the carbazol → phenanthroline intraligand charge transfer transition, (1)ILCTcbz2phen, with some contribution of the Re(i) → phenanthroline metal-to-ligand charge transfer transition, (1)MLCTRe→cbz2phen. In contrast to typical Re(i) polypyridyl complexes, cbz2phen-based Re(i) compounds exhibit two emission maxima in CH3CN solution and relatively low emission quantum yields, 10(-3)-10(-2). Solution phase time-resolved photoluminescence and excited state quenching experiments provided meaningful information on the presence of multiple emitter states after light excitation, which were identified as an (1)ILCTcbz2phen excited state deactivation at higher energies and a long-lived phosphorescence attributed to the (3)MLCTRe→cbz2phen excited state. When embedded into a PMMA matrix, the radiative decay from the singlet state is inhibited and the contribution of both (3)MLCT and (3)ILCTcbz2phen to the luminescence is observed. The photophysics of these Re(i) compounds reported herein provide new insights into the understanding of substitutional groups on the polypyridyl ligands that are relevant to practical and fundamental development of photo-induced molecular devices.

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Rhenium Complexes of Ligands Based on Stilbene – Synthesis, Characterization, Reactivity, and Conformational Analysis

et al. 2015

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The imine ligand L 1 was prepared by the reaction of 4amino-4Ј-(dimethylamino)stilbene and 2-pyridinecarbaldehyde. The amine ligand L 2 was obtained in good yield by the reduction of L 1 with NaBH 4 . The complexes [ReX(CO) 3 -(L n )] (1a: X = Cl, n = 1; 1b: X = Br, n = 1; 2a: X = Cl, n = 2; 2b: X = Br, n = 2) were prepared through the reactions of equimolar solutions of the corresponding ligand and [ReX(CO) 3 (CH 3 CN) 2 ]. The complexes were characterized [a] 4404 Complexes [ReX(CO) 3 (L 1 )] (X = Cl, 1a and X = Br, 1b): To fac-[ReX(CO) 3 (CH 3 CN) 2 ] (100 mg, 0.26 mmol for X = Cl and 0.23 mmol for X = Br), an equimolar quantity of L 1 (84 mg for 1a and 75 mg for 1b) in ethanol (15 mL) was added. The solution was heated under reflux for 45 min. The black solid formed after cooling to room temp. was collected by filtration and dried under vacuum over CaCl 2 /KOH.

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Synthesis of (Pyridin-2-YL)Hydrazone Rhenium(I) Tricarbonyl Complexes that Exhibit pH-Sensitive Fluorescence

Cited by 7 publications

References 31 publications

Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazolecarboxaldehyde-pyridine-2-carbohydrazone

Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazolecarboxaldehyde-pyridine-2-carbohydrazone

Contrasting photophysical properties of rhenium(i) tricarbonyl complexes having carbazole groups attached to the polypyridine ligand

Rhenium Complexes of Ligands Based on Stilbene – Synthesis, Characterization, Reactivity, and Conformational Analysis

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Synthesis of (Pyridin-2-YL)Hydrazone Rhenium(I) Tricarbonyl Complexes that Exhibit pH-Sensitive Fluorescence

Cited by 7 publications

References 31 publications

Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazolecarboxaldehyde-pyridine-2-carbohydrazone

Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazolecarboxaldehyde-pyridine-2-carbohydrazone

Contrasting photophysical properties of rhenium(i) tricarbonyl complexes having carbazole groups attached to the polypyridine ligand

Rhenium Complexes of Ligands Based on Stilbene – Synthesis, Characterization, ­Reactivity, and Conformational Analysis

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Rhenium Complexes of Ligands Based on Stilbene – Synthesis, Characterization, Reactivity, and Conformational Analysis