158014-74-5

Usage

Uses

Used in Catalysis:
4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid is used as a catalyst in chemical reactions for its ability to form coordination complexes with metal ions, enhancing the efficiency and selectivity of catalytic processes.
Used in Sensing:
In the field of sensing, 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid is utilized as a sensor due to its capacity to interact with metal ions, which can be leveraged to detect and measure the presence of specific metal ions in various environments.
Used in Molecular Recognition:
4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid serves as a molecular recognition tool, capitalizing on its metal-ion binding properties to selectively identify and bind to specific molecules or ions.
Used in Materials Science:
In the application industry of materials science, 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid is used as a component in the development of new materials, such as metal-organic frameworks, due to its structural and chemical properties that facilitate self-assembly and coordination with metal ions.
Used in Supramolecular Chemistry:
4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid is employed as a building block in supramolecular chemistry for constructing complex molecular architectures through non-covalent interactions, including coordination with metal ions.
Used in Pharmaceuticals:
In the pharmaceutical industry, 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid is used as a potential active pharmaceutical ingredient or as a component in drug delivery systems, owing to its ability to form stable complexes with metal ions, which can be beneficial for targeted drug delivery or enhancing the efficacy of certain medications.
These applications highlight the versatility and potential of 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid in various scientific and industrial fields, underscoring its importance in ongoing research and development.

Upstream product

• 1122-62-9 2-acetylpyridine 
• 619-66-9 4-Carboxybenzaldehyde 
• 1571-08-0 methyl 4-formylbenzoate 
• 89972-77-0 4'-(4-methylphenyl)-2,2':6',2-terpyridine 
• 1161783-92-1 4'-(4-carboxyphenyl)-2,2':6',2-terpyridine sodium salt 
• 625450-58-0 4-((E)-3-oxo-3-pyridin-2-yl-propenyl)-benzoic acid methyl ester 
• 897037-23-9 4′?(4?methoxycarbonylphenyl)?2,2′:6′,2″?terpyridine 

Downstream Products

• 884588-82-3 [Ir(2-(2-pyridyl)phenyl)2(4'-(4-carboxyphenyl)-2,2':6',2''-terpyridine)]PF₆ 
• 637740-33-1 trichloro(4-(4-carboxyphenyl)-2,2':6,2''-terpyridine)ruthenium(III) 

Relevant academic research and scientific papers

Fluorescent hydrogel formation from carboxyphenyl-terpyridine

We report the analysis of a novel terpyridine based supramolecular hydrogel which shows fluorescent properties in the gel but not in the sol form; the gel forms in a narrow pH range in aqueous solutions specifically in the presence of sodium ions, and con

Mitochondrial targeted osmium polypyridyl probe shows concentration dependent uptake, localisation and mechanism of cell death

A symmetric osmium(ii) [bis-(4′-(4-carboxyphenyl)-2,2′:6′,2′′-terpyridine)] was prepared and conjugated to two mitochondrial-targeting peptide sequences; FrFKFrFK (r = d-arginine). The parent and conjugate complexes showed strong near infra-red emission c

Expanded ligands: Bis(2,2′:6′,2″-terpyridine carboxylic acid)ruthenium(ii) complexes as metallosupramolecular analogues of dicarboxylic acids

Ligands in which multiple metal-binding domains are linked by a metal-containing moiety rather than a conventional organic group are described as "expanded ligands". The use of 4,4′-difunctionalised {Ru(tpy)2} units provides a linear spacer bet

Free radical oxidation reaction for selectively solvatochromic sensors with dynamic sensing ability

A novel BODIPY (boradiazaindacene) dye denoted as BODIPY-DT containing terpyridine unit has been designed and characterized. The dye is found to be selective and visual solvatochromic sensor toward DMF among test organic solvents. The sensing process displays time-controllable, dynamic signal outputs in the emission colors including red, purple, yellow and even white emission colors. It is presented that selective free radical oxidation reaction happens during the recognition process.

Postsynthetic modification of single Pd sites into uncoordinated polypyridine groups of a MOF as the highly efficient catalyst for Heck and Suzuki reactions

A novel holmium(iii) metal-organic framework (Ho-MOF), namely, [Ho(2-TriPP-COO)3] (2) has been hydrothermally obtained using 4′-(4-carboxyphenyl)-2,2′:6′,2′′-terpyridine (2-TriPP-COOH) and Ho(NO3)3·5H2O, and it is structurally characterized by single-crystal XRD, powder XRD as well as elemental analysis. The postsynthetic modification of Ho-MOF is based on the utilization of a strong coordination effect between Pd2+ ions and free polypyridine groups in the skeleton of Ho-MOF, which play a critical role to access the highly efficient Pd-HoMOF catalyst. Also, Pd-HoMOF exhibits very high activity in Heck and Suzuki-Miyaura cross-coupling reactions. Moreover, the MOF catalyst displays good thermal stability (up to 400 °C), and it can be recovered and reused for five reaction cycles. The bridging between the MOF structure and homogeneous molecular Pd catalyst represents a good example in designing highly efficient catalysts for various fine chemical transformations.

Synthesis and Biological Evaluation of Ru(II) and Pt(II) Complexes Bearing Carboxyl Groups as Potential Anticancer Targeted Drugs

The synthesis and characterization of Pt(II) (1 and 2) and Ru(II) arene (3 and 4) or polypyridine (5 and 6) complexes is described. With the aim of having a functional group to form bioconjugates, one uncoordinated carboxyl group has been introduced in all complexes. Some of the complexes were selected for their potential in photodynamic therapy (PDT). The molecular structures of complexes 2 and 5, as well as that of the sodium salt of the 4′-(4-carboxyphenyl)-2,2′:6′,2″-terpyridine ligand (cptpy), were determined by X-ray diffraction. Different techniques were used to evaluate the binding capacity to model DNA molecules, and MTT cytotoxicity assays were performed against four cell lines. Compounds 3, 4, and 5 showed little tendency to bind to DNA and exhibited poor biological activity. Compound 2 behaves as bonded to DNA probably through a covalent interaction, although its cytotoxicity was very low. Compound 1 and possibly 6, both of which contain a cptpy ligand, were able to intercalate with DNA, but toxicity was not observed for 6. However, compound 1 was active in all cell lines tested. Clonogenic assays and apoptosis induction studies were also performed on the PC-3 line for 1. The photodynamic behavior for complexes 1, 5, and 6 indicated that their nuclease activity was enhanced after irradiation at = 447 nm. The cell viability was significantly reduced only in the case of 5. The different behavior in the absence or presence of light makes complex 5 a potential prodrug of interest in PDT. Molecular docking studies followed by molecular dynamics simulations for 1 and the counterpart without the carboxyl group confirmed the experimental data that pointed to an intercalation mechanism. The cytotoxicity of 1 and the potential of 5 in PDT make them good candidates for subsequent conjugation, through the carboxyl group, to "selected peptides" which could facilitate the selective vectorization of the complex toward receptors that are overexpressed in neoplastic cell lines.

Wirelike dinuclear ruthenium(II)polyterpyridine complexes based on D–P–A architecture: Experimental and theoretical investigation

To accomplish the goal of prolonged excited state, efficient for interfacial electron injection and low electron-hole recombination (LUMO?→?HOMO of complex) we have synthesized a heteroleptic complexes 1 and 2 based on D–P–A architecture (where P?=?Photosensitizer, A?=?Acceptor and D?=?Donor). The complexes 1 and 2 show the average excited state lifetimes (τavg) of 25?ns and 12.67?ns respectively compared to 0.25?ns for [Ru(tpy)2]2PF6. The τavg of such an order is sufficient for performing the interfacial electron transfer into the conduction band of TiO2 and redox chemistry of excited state. The electrochemical studies exhibit the oxidation potential (Eox) of 1.23?V and 1.27?V vs SCE with associated excited-state redox potentials (Eox*=?0.95?V and ?0.85?V and Ered*=1.0?V and 0.88?V for complexes 1 and 2 respectively) have evidence for stronger reductant and oxidant behaviour in 1MLCT excited state. Subsequent interfacial study with TiO2 nanocrystal is in good agreement with photo induced electron injection from LUMO of complex to conduction band (CB) of TiO2 as LUMO level (?3.22?eV and 3.16?eV for complexes 1 and 2 respectively) of complexes is above the CB of TiO2 (?3.65?eV). The experimental photophysical results of both the complexes are well supported by time dependent density functional theory.

Optical and electrochemical properties of covalent assembled bis(4′-carboxylic phenyl terpyridyl) Ru(II)-monolayer

Homoleptic monomolecular layers of optically-rich and redox-active Ru(II)-4′carboxylic-phenyl-2,2′:6′,2″-terpyridyl (1) have been fabricated on SiOx-based substrates. The optical and redox properties of the films have been studied in detail. Th

WAVELENGTH CONVERSION MATERIAL FOR HIGHLY EFFICIENT DYE-SENSITIZED SOLAR CELL, AND PREPARATION METHOD THEREOF

Novel compounds represented by the present invention refers to formula 1 or formula 2, said novel compounds including wavelength change material, and including said wavelength change material relates to dye-sensitized solar cell.

Photoinduced electron transfer in a chromophore-catalyst assembly anchored to TiO2

Photoinduced formation, separation, and buildup of multiple redox equivalents are an integral part of cycles for producing solar fuels in dye-sensitized photoelectrosynthesis cells (DSPECs). Excitation wavelength-dependent electron injection, intra-assembly electron transfer, and pH-dependent back electron transfer on TiO2 were investigated for the molecular assembly [((PO3H2-CH2)-bpy) 2Rua(bpy-NH-CO-trpy)Rub(bpy)(OH 2)]4+ ([TiO2-RuaII- RubII-OH2]4+; ((PO3H 2-CH2)2-bpy = ([2,2′-bipyridine]-4, 4′-diylbis(methylene))diphosphonic acid); bpy-ph-NH-CO-trpy = 4-([2,2′:6′,2″-terpyridin]-4′-yl)-N-((4′-methyl- [2,2′-bipyridin]-4-yl)methyl) benzamide); bpy = 2,2′-bipyridine). This assembly combines a light-harvesting chromophore and a water oxidation catalyst linked by a synthetically flexible saturated bridge designed to enable long-lived charge-separated states. Following excitation of the chromophore, rapid electron injection into TiO2 and intra-assembly electron transfer occur on the subnanosecond time scale followed by microsecond- millisecond back electron transfer from the semiconductor to the oxidized catalyst, [TiO2(e-)-RuaII-Ru bIII-OH2]4+→[TiO 2-RuaII-RubII-OH 2]4+.