89972-79-2

Usage

Uses

Used in Coordination Chemistry:
4‘-(4-hydroxyphenyl)-2, 2':6‘, 2“-terpyridine is used as a ligand for forming stable complexes with metal ions, which is crucial in coordination chemistry. Its ability to bind with metals enhances the stability and reactivity of the resulting complexes, making it a valuable component in the synthesis of new materials and catalysts.
Used in Catalysis:
In the field of catalysis, 4‘-(4-hydroxyphenyl)-2, 2':6‘, 2“-terpyridine is used as a catalyst or a catalyst precursor. Its complex structure allows it to facilitate various chemical reactions, improving the efficiency and selectivity of catalytic processes.
Used in Materials Science:
4‘-(4-hydroxyphenyl)-2, 2':6‘, 2“-terpyridine is utilized as a building block in materials science for the development of new materials with enhanced properties. Its incorporation into material structures can lead to improved performance characteristics such as conductivity, stability, or specific optical properties.
Used in Photophysics:
In photophysics, 4‘-(4-hydroxyphenyl)-2, 2':6‘, 2“-terpyridine is used for its light-interactive properties. It can be involved in the creation of materials that respond to light, such as in photovoltaics or luminescent materials, due to its ability to absorb and emit light.
Used in Chemical Synthesis:
4‘-(4-hydroxyphenyl)-2, 2':6‘, 2“-terpyridine is used as an intermediate in the synthesis of other complex organic compounds. Its unique structure makes it a suitable candidate for the creation of pharmaceuticals, dyes, or other specialty chemicals that require its specific structural elements.
Used in Research and Development:
In academic and industrial R&D, 4‘-(4-hydroxyphenyl)-2, 2':6‘, 2“-terpyridine serves as a subject of study for understanding its properties and potential applications. It is also used in the development of new methods and techniques in organic synthesis and materials fabrication.

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 89972-75-8 4’-(4-chlorophenyl)-2,2’:6’,2’’-terpyridine 
• 1122-62-9 2-acetylpyridine 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 13104-56-8 2,6-bis(2'-pyridyl)-4-(p-methoxyphenyl)pyridine 

Downstream Products

• 1202645-30-4 4'-{4-[(trifluoromethyl)sulfono]phenyl}-2,2':6',2-terpyridine 
• 1203610-09-6 C₃₅H₃₀N₄O₃ 
• 1203610-08-5 C₃₉H₃₈N₄O₃ 
• 1214913-76-4 pentacosa-10,12-diynoic acid 4-[2,2',6',2'']terpyridin-4'-yl-phenyl ester 
• 1289638-82-9 C₃₂H₂₄N₄O₃ 
• 1268491-73-1 4'-[4-(4-hydroxymethyldibenzo-24-crown-8)phenyl]-2,2':6',2''-terpyridine 
• 1443547-15-6 C₄₂H₅₀N₄O₂ 
• 1443547-21-4 C₃₈H₃₉N₃O₃ 

Relevant academic research and scientific papers

Nitrogen-functionalised carbon nanotubes as a novel adsorbent for the removal of Cu(ii) from aqueous solution

This study investigated the introduction of 4′-(4-hydroxyphenyl)-2,2′:6′,2″-terpyridine (HO-Phttpy) onto the surface of multiwalled carbon nanotubes (MWCNTs) to obtain nitrogen-functionalized MWCNTs (MWCNT-ttpy). This novel material was characterised and tested for its possible use in the remediation of wastewater contaminated with heavy metal ions. Its efficacy was compared with that of acid-functionalized MWCNTs (MWCNT-COOH) for the removal of the heavy metal ion Cu2+ through adsorption. HO-Phttpy was first synthesized, followed by the functionalization of MWCNT-COOH to afford MWCNT-ttpy. MWCNT-ttpy showed significant textural enhancement due to an increase in the extent of functionalization. This was demonstrated by an increase in the surface area and pore volume of MWCNT-ttpy, from 126.8 to 189.2 m2 g-1 and 0.692 to 1.252 cm3 g-1, respectively, relative to MWCNT-COOH. Its application for Cu2+ removal showed a marked increase in uptake (qe), i.e. 19.44 to 31.65 mg g-1, compared with MWCNT-COOH. This is attributed to the introduction of more active/chelating sites for adsorption. Adsorption experiments were conducted at pH 5 at which equilibrium was reached after 360 min. The results showed that the adsorption process was best described by the pseudo-second order model. Among the isotherms tested, the Langmuir isotherm provided the best fit for the equilibrium data. Thermodynamic studies revealed that the adsorption process was spontaneous and endothermic. Desorption studies demonstrated a better removal efficiency of Cu2+ from MWCNT-ttpy, indicating its possible regeneration and the recovery of the Cu2+ adsorbate for reuse. Thus, MWCNT-ttpy shows superior properties for wastewater remediation compared to MWCNT-COOH.

Visual recognition of melamine in milk via selective metallo-hydrogel formation

A series of novel six-coordinated terpyridine zinc complexes, containing ammonium salts and thymine fragment at the two terminals, have been designed and synthesized, which can function as highly sensitive visualized sensors for melamine detection via selective metallo-hydrogel formation. After fully characterization by various techniques, the complementary triple-hydrogen-bonding between the thymine fragment and melamine, as well as π-π stacking interactions may be responsible for the selective metallo-hydrogel formation. In light of the possible interference aroused by milk ingredients (proteins, peptides and amino acids) and legal/illegal additives (urine, sugars and vitamins), a series of control experiments are therefore involved. To our delight, this visual recognition is highly selective, no gelation was observed with the selected milk ingredients or additives. Remarkably, this new developed protocol enables convenient and highly selective visual recognition of melamine at a concentration as low as 10 ppm in raw milk without any tedious pretreatment.

Synthesis, DNA binding, topoisomerase I inhibition and antiproliferation activities of three new binuclear terpyridine platinum(II) complexes

Three binuclear platinum(II) complexes, 1 ([Pt2(L)Cl2]Cl2), 2 ([Pt2(L)Br2]Br2) and 3 ([Pt2(L)I2]I2) (where L = 1,4-bi-[4′-(4-Hydroxyphenyl)-2,2′,6′,2″-terpyridine] butane) were synthesized and characterized by nuclear magnetic resonance, elemental analysis and mass spectrometry. The crystal structure of the new ligand L was determined by single crystal X-ray crystallography, and π–π stacking interactions were revealed in the geometry. Interactions of complexes with calf thymus DNA have been investigated by UV–Vis spectroscopy and fluorescence spectroscopy. Due to the structural differences, binuclear complex 3 exhibited higher binding affinity for calf thymus DNA with a DNA-binding constant Kb of 8.72 × 106 M?1. The competitive study indicated that the ethidium bromide (EB) can displaced by complexes 1–3 from the DNA-EB conjugation. The concentration-dependence unwinding of supercoiled circular plasmid pBR322 DNA by complexes 1–3 was observed via agarose gel electrophoresis. Meanwhile, complexes displayed obvious activities for inhibition of topoisomerase I. Herein the halogen leaving groups Cl?/Br?/I? presented in 1–3 showed significant effect on DNA binding and topoisomerase I inhibition activities. An evaluation of in vitro cytotoxicity for three complexes was performed by MTT assay in two cancer cell lines and normal cells as the control, respectively.

Polyoxometalate-Based Hybrid Supramolecular Polymer via Orthogonal Metal Coordination and Reversible Photo-Cross-Linking

To enrich the building blocks and functions of supramolecular polymer, functioned inorganic polyoxometalate clusters were introduced through a novel and efficient orthogonal self-assembly strategy. The design principle is based on the organic modification

Allosteric regulation in carbon monoxide (CO) Release: Anion Responsive CO-Releasing Molecule (CORM) Derived from (Terpyridine)phenol Manganese Tricarbonyl Complex with Colorimetric and Fluorescence Monitoring

A new CO-releasing terpyridine based manganese(I) tricarbonyl complex, [MnBr(CO)3(terpy-C6H4OH)] (1·Mn-OH) functioning via light has been reported. For the first time, we have demonstrated the allosteric regulation concept

Molecular engineering of head-tail terpyridine-Fe(II) coordination polymers employing alkyl chain linkers toward enhanced electrochromic performance

For the first time, we demonstrated that employing long alkyl chains as a nonconjugated linker in ditopic ligands is a promising strategy to construct Fe(II) coordination polymers for efficient electrochromics. Three new Fe(II) coordination polymers with ditopic organic ligands, in which two terpyridine moieties were connected by nonconjugated alkylchain linkers were synthesized. The morphology and hydrophobicity of the thin film made from the Fe(II) coordination polymers can be adjusted by changing the length of alkylchain linker. Benefiting from the longer length of the linker, the ditopic terpyridine-Fe coordination polymer FeL2 performed superior electrochromic performance as compared to FeL1 in the same condition, including shorter switch time, lower operation potential, higher optical contrast and coloration efficiency. Remarkably, the elaborate coordination polymer FeL2 exhibited the highest optical contrast up to 76% among the reported electrochromic materials based on Fe-complexes up to date. Due to the hydrophobic property of FeL3 probably benefit from its longer alkyl chain linkers, we carried out the electrochromic switch based on ionic Fe(II) coordination polymers using aqueous electrolyte for the first time.

Self-assembled flexible metallo-supramolecular film based on Fe(II) ion and triphenylamine-subsituted alkyl terpyridine towards electrochromic application

A new metallo-supramolecular film was prepared by a liquid–liquid interface self-assembly method based on the metal ion Fe(II) in water solution and a star-shaped ligand of triphenylamine-substituted alkyl terpyridine in organic solvents. The film obtaine

Cobalt bis(2-ethylhexanoate) and terpyridine derivatives as catalysts for the hydrosilylation of olefins

A simple method for the hydrosilylation of olefins by using air-stable cobalt catalysts is developed. The catalyst system is composed of simple, cheap, and readily available cobalt(II) salts and well-defined terpyridine derivatives as cocatalysts or ligands, and the hydrosilylation processes can be processed smoothly under mild conditions without either Grignard reagents or NaHBEt3 as activator.

Terpyridine-containing porphyrin and coordination assembly with fullerene-based pyridine for enhanced electrocatalytic oxygen evolution and photocurrent response

A novel terpyridine-modified porphyrin, ZnP-Pr-tpy, has been synthesized and characterized successfully using elemental analysis, mass spectrometry (MS), nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR) and ultraviolet/visible spe

Anchoring of a terpyridine-based Mo(VI) complex on manganese ferrite as a recoverable catalyst for epoxidation of olefins under solvent-free conditions

A magnetically separable heterogeneous nanocatalyst was obtained by anchoring a terpyridine-based Mo(VI) complex on modified MnFe2O4 nanoparticles and characterized by Fourier transform infrared (FT-IR), X-ray diffraction (XRD) and diffuse reflectance spectroscopies (DRS), transmission electron microscopy (TEM), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and Brunauer-Emmett-Teller (BET) analysis. The catalytic activity of the supported molybdenum based catalyst was evaluated in the selective epoxidation of various olefins (cyclooctene, limonene, 1-dodecane, 1-heptene, styrene, 1-indene, α-pinene, cyclohexene) with tert-butyl hydroperoxide (TBHP) as an oxidant under solvent-free conditions. This nanocatalyst was easily separated by using an external magnetic field and reused consecutively at least five times with no significant loss in selectivity and catalytic activity. The short reaction time, simple preparation, high conversion, good physicochemical stability and magnetic recycling of the catalysts are beneficial.