879879-65-9

Upstream product

• 29816-74-8 (E)-3-(3-bromophenyl)-1-phenyl-2-propen-1-one 
• 1122-62-9 2-acetylpyridine 
• 3132-99-8 m-bromobenzoic aldehyde 
• 631-61-8 ammonium acetate 

Downstream Products

• 930091-16-0 3,5-bis(2,2':6',2''-terpyridin-4'-phen-3-yl)toluene 
• 1052690-35-3 C₄₂H₂₈N₆ 
• 1259925-92-2 [Cu(ciprofloxacin)(4'-(3-bromophenyl)-2,2':6',2''-terpyridine)Cl] 
• 1379455-61-4 Cu(norfloxacin)(4'-(3-bromophenyl)-2,2':6',2''-terpyridine)Cl 
• 1137729-06-6 4'-[3-(trimethylsilyl)ethynylphenyl]-2,2';6',2-terpyridine 
• 1227748-50-6 4'-[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-2,2':6',2''-terpyridine 

Relevant academic research and scientific papers

Osmium Complex-Chromophore Conjugates with Both Singlet-to-Triplet Absorption and Long Triplet Lifetime through Tuning of the Heavy-Atom Effect

Os(II) complexes showing singlet-to-triplet absorption are of growing interest as a new class of triplet sensitizers that circumvent energy loss during intersystem crossing, and they enable effective utilization of input photon energy in various applications, such as photoredox catalysis, photodynamic therapy, and photon upconversion. However, triplet excited-state lifetimes of Os(II) complexes are often too short (τ a series of Os(II) and Ru(II) bis(terpyridine) complexes modified with perylene units. Phosphorescence lifetimes of these compounds strongly depend on the lifetimes of the perylenyl group-localized excited states that are shortened by the heavy-atom effect. The degree of heavy-atom effect can be largely circumvented by introducing meta-phenylene bridges, where the perylene unit retains its intrinsic long excited-state lifetime. The thermal activation to the short-lived excited states is suppressed, thanks to sufficient but still small energy losses during the IMET process. Involvement of the metal center was also confirmed by the prolonged lifetime by replacing Os(II) with Ru(II) that possesses a smaller spin-orbit coupling constant. These results indicate the importance of ligand structures that give a minimum heavy-atom effect as well as the sufficient energy gap among the excited states and fast IMET for elongating the triplet excited-state lifetime without sacrificing the excitation energy.

Fine-Tuning Metal and Ligand-Centered Redox Potentials of Homoleptic Bis-Terpyridine Complexes with 4′-Aryl Substituents

Homoleptic transition-metal complexes of 2,2':6′,2″-terpyridine (terpy) and substituted derivatives of the form [M(R-terpy)2]2+ display a wide range of redox potentials that correlate well to the Hammett parameter of the terpy substituents. Less is known about the impact of incorporating a phenyl spacer between the functional group responsible for controlling the electron density of terpy and how that translates to metal complexes of the form [M(4′-aryl-terpy)2]2+, where M = Mn, Fe, Co, Ni, and Zn. Herein, we report our studies on these complexes revealed a good correlation of redox potentials of both metal- and ligand-centered events with the Hammett parameters of the aryl substituents, regardless of aryl-substitution pattern (i.e., the presence of multiple functional groups, combinations of withdrawing and donating functional groups). The phenyl spacer results in 60-80% attenuation of electron density as compared to the 4′-substituted terpy analogue, depending on the metal and redox couple analyzed. Density functional theory calculations performed on a simple model system revealed a strong correlation between the Hammett parameters and lowest unoccupied molecular orbital energies of the corresponding substituted pyridine models, thus serving as an inexpensive predictive tool when coupled with electrochemical data. Overall, these data suggest that such ligand modifications may be used in combination with previous approaches to further fine-tune the redox potentials of homoleptic transition-metal complexes, which may have applications in photochemical and electrochemical catalytic processes.

TERPYRIDINE DERIVATIVE AND ORGANIC ELECTRONIC ELEMENT USING THE SAME

PROBLEM TO BE SOLVED: To provide a novel terpyridine derivative as an electron transport material for an organic EL element emitting green phosphorescence. SOLUTION: The terpyridine derivative is represented by the general formula (1) in the figure and ha

Self-assembly of supramolecular fractals from generation 1 to 5

In the seeking of molecular expression of fractal geometry, chemists have endeavored in the construction of molecules and supramolecules during the past few years, while only a few examples were reported, especially for the discrete architectures. We herein designed and constructed five generations of supramolecular fractals (G1-G5) based on the coordination-driven self-assembly of terpyridine ligands. All the ligands were synthesized from triphenylamine motif, which played a central role in geometry control. Different approaches based on direct Sonogashira coupling and/or (tpy-Ru(II)- tpy) connectivity were employed to prepare complex Ru(II)-organic building blocks. Fractals G1-G5 were obtained in high yields by precise coordination of organic or Ru(II)-organic building blocks with Zn(II) ions. Characterization of those architectures were accomplished by 1D and 2D NMR spectroscopy, electrospray ionization mass spectrometry (ESI-MS), traveling-wave ion mobility mass spectrometry (TWIM-MS), and transmission electron microscopy (TEM). Furthermore, the two largest fractals also hierarchically self-assemble into ordered supramolecular nanostructures either at solid/liquid interface or in solution on the basis of their well-defined scaffolds.

New ruthenium(II) complexes of 2,2′:6′,2″-terpyridine derivatives as supramolecular building blocks

Eight new heteroleptic ruthenium(II) complexes of 2,2′:6′,2″-terpyridine derivatives are reported and characterized by multinuclear NMR and electrospray mass spectrometry. Complexes featuring pendant aryl bromide or pyridyl groups in the 4′ position of terpyridine are suitable for palladium(0) coupling reactions to form large metallo-supramolecular ligands. Aryl boronic ester derivatives were found to be unstable with respect to hydroxylation.

Cytotoxic, antibacterial, DNA interaction and superoxide dismutase like activities of sparfloxacin drug based copper(II) complexes with nitrogen donor ligands

The novel neutral mononuclear copper(II) complexes with fluoroquinolone antibacterial drug, sparfloxacin and nitrogen donor heterocyclic ligand have been synthesized and characterized. An antimicrobial efficiency of the complexes has been tested against five different microorganisms and showed diverse biological activity. The interaction of complex with Herring sperm (HS) DNA was investigated using viscosity titration and absorption titration techniques. The results indicate that the complexes bind to DNA by intercalative mode and have rather high DNA-binding constants. DNA cleavage study showed better cleaving ability of the complexes compare to metal salt and standard drug. All the complexes showed good cytotoxic activity with LC50 values ranging from 4.89 to 11.94 μg mL-1. Complexes also exhibit SOD-like activity with their IC50 values ranging from 0.717 to 1.848 μM.

DNA-binding and cleavage activity of polypyridyl ruthenium(II) complexes

Polypyridyl ruthenium(II) complexes [RuII(3-bptpy)(dmphen)Cl] ClO4 (1), [RuII(3-cptpy)(dmphen)Cl]ClO4 (2), [RuII(2-tptpy)(dmphen)Cl]ClO4 (3), and [Ru II(9-atpy)(dmphen)Cl]ClO4 (4) {where 3-bptpy=4′-(3- bromophenyl)-2,2′:6′,2″-terpyridine, 3-cptpy=4′-(3- chlorophenyl)-2,2′:6,2″-terpyridine, 2-tptpy=4′-(2-thiophenyl) -2,2′:6′,2″-terpyridine, 9-atpy=4′-(9-anthryl)-2, 2′:6′,2″-terpyridine, dmphen=2,9-dimethyl-1,10-phenanthroline} have been synthesized and characterized. The DNA-binding properties of the complexes with Herring Sperm DNA have been investigated by absorption titration and viscosity measurements. The ability of complexes to break the pUC19 DNA has been checked by gel electrophoresis. The experimental results suggest that all the complexes bind DNA via partial intercalation. The results also show that the order of DNA-binding affinities of the complexes is 4a complex is very important for DNA-binding.

Copper(II) complexes with norfloxacin and neutral terpyridines: Cytotoxic, antibacterial, superoxide dismutase and DNA-interaction approach

Cu(II) complexes of the type [Cu(NFL)(Ln)Cl] (Ln = substituted terpyridines, NFL = norfloxacin) were synthesised and characterized. Antibacterial activity was assayed against selective Gram(+ve) and Gram(-ve) mi

A perfluorocyclopentene based diarylethene bearing two terpyridine moieties - Synthesis, photochemical properties and influence of transition metal ions

The synthesis of a perfluorocyclopentene based diarylethene bearing two terpyridine units is reported. Furthermore studies of the free ligand's photochromism and investigations regarding the influence of various transition metal ions on the photochromic reaction are presented. The photochromism of the central diarylethene unit is strongly dependent on the transition metal present, vice versa the photochromic reaction seems to influence the MLCT transition of a binuclear Ru(II) complex.

Self-assembly of shape-persistent hexagonal macrocycles with trimeric bis(terpyridine)-FeII connectivity

A novel family of bis(terpyridinyl) ligands was designed and constructed by facile Pd-catalyzed coupling reactions. Subsequent terpyridine-transition-metal complexation facilitated self-assembly resulting in a hexagonal, trimeric series of metallomacrocycles. An enhanced solubility of a macrocycle and its bis(terpyridine) precursor possessing elongated, alkyl-branched phenylacetylene spacers was achieved by the incorporation of dodecyloxy moieties. The characterization of the metallomacrocycles included 1H, 13C NMR, and UV spectroscopy and mass spectrometry, as well as electrochemistry. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.