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Usage

Uses

Used in Coordination Chemistry:
[2,2'-Bipyridine]-5,5'-diMethanol is used as a ligand in metal complexes for its ability to form stable coordination compounds. The presence of hydroxyl groups enhances its coordination properties, making it suitable for creating complexes with various metal ions.
Used in Catalysis:
[2,2'-Bipyridine]-5,5'-diMethanol is used as a catalyst or a catalyst precursor in various chemical reactions. Its ability to form metal complexes allows it to act as a catalyst in processes such as oxidation, reduction, and hydrolysis reactions.
Used in Sensing Applications:
[2,2'-Bipyridine]-5,5'-diMethanol is used as a sensing agent due to its ability to form complexes with metal ions. The changes in the electronic properties of the compound upon complexation can be utilized for the detection and quantification of specific metal ions in solution.
Used in Material Design:
[2,2'-Bipyridine]-5,5'-diMethanol is used as a building block for the design of new materials. Its coordination capabilities and the presence of hydroxyl groups make it a promising candidate for the development of functional materials with applications in areas such as optoelectronics, molecular recognition, and drug delivery systems.
Used in Pharmaceutical Industry:
[2,2'-Bipyridine]-5,5'-diMethanol is used as a starting material or intermediate in the synthesis of pharmaceutical compounds. Its ability to form stable metal complexes can be exploited for the development of metal-based drugs with potential therapeutic applications.
Used in Environmental Applications:
[2,2'-Bipyridine]-5,5'-diMethanol is used in environmental remediation processes, such as the removal of heavy metal ions from contaminated water sources. Its coordination properties allow it to selectively bind and remove metal ions, making it a potential candidate for environmental clean-up technologies.

Upstream product

• 1762-45-4 (2,2′-bipyridine)-5,5′-dicarboxylic acid dimethyl ester 
• 1802-30-8 2,2'-bipyridine-5,5'-dicarboxylic acid 
• 1762-34-1 5,5'-dimethyl-2,2'-bipyridine 
• 153305-75-0 5,5'-Bis(carboxyethyl)-2,2'-bipyridine 
• 1762-46-5 [2,2']bipyridinyl-5,5'-dicarboxylic acid diethyl ester 

Downstream Products

• 92642-09-6 5,5'-bis(bromomethyl)-2,2'-bipyridine 
• 135822-72-9 2,2′-bipyridine-5,5′-dicarbaldehyde 

Relevant academic research and scientific papers

Diastereospecific synthesis of amino-acid substituted 2,2′-bipyridyl complexes

The L-valine substituted 2,2′-bipyridyl ligand 1 forms Δ-M(1)3 (M = FeII, CoII, Co1II) complexes diastereo-specifically, with the L-valinate arms forming a chiral anion-binding pocket in the solid state.

Iron and cobalt complexes of 5,5′-di(methylene-n-aminoacidyl)-2,2′-bipyridyl ligands: Ligand design for diastereoselectivity and anion binding

The syntheses and coordination chemistry of 5,5′-di(methylene-N-aminoacidyl)-2,2′-bipyridyl ligands, where the amino acid is valine (1) or alanine (2), are presented. Complexes [M(1)3]n+, where M = Co(II), Co(III) and Fe(II), form di

Covalent Immobilization of a Molecular Catalyst on Cu2O Photocathodes for CO2 Reduction

Sunlight-driven CO2 reduction is a promising way to close the anthropogenic carbon cycle. Integrating light harvester and electrocatalyst functions into a single photoelectrode, which converts solar energy and CO2 directly into reduced carbon species, is under extensive investigation. The immobilization of rhenium-containing CO2 reduction catalysts on the surface of a protected Cu2O-based photocathode allows for the design of a photofunctional unit combining the advantages of molecular catalysts with inorganic photoabsorbers. To achieve large current densities, a nanostructured TiO2 scaffold, processed at low temperature, was deposited on the surface of protected Cu2O photocathodes. This led to a 40-fold enhancement of the catalytic photocurrent as compared to planar devices, resulting in the sunlight-driven evolution of CO at large current densities and with high selectivity. Potentiodynamic and spectroelectrochemical measurements point toward a similar mechanism for the catalyst in the bound and unbound form, whereas no significant production of CO was observed from the scaffold in the absence of a molecular catalyst.

Phosphonate-Mediated Immobilization of Rhodium/Bipyridine Hydrogenation Catalysts

RhL2 complexes of phosphonate-derivatized 2,2′-bipyridine (bpy) ligands L were immobilized on titanium oxide particles generated in situ. Depending on the structure of the bipy ligand—number of tethers (1 or 2) to which the phosphonate end groups are attached and their location on the 2,2′-bipyridine backbone (4,4′-, 5,5′-, or 6,6′-positions)—the resulting supported catalysts showed comparable chemoselectivity but different kinetics for the hydrogenation of 6-methyl-5-hepten-2-one under hydrogen pressure. Characterization of the six supported catalysts suggested that the intrinsic geometry of each of the phosphonate-derivatized 2,2′-bipyridines leads to supported catalysts with different microstructures and different arrangements of the RhL2 species at the surface of the solid, which thereby affect their reactivity.

Correlation between the Structure and Catalytic Activity of [Cp*Rh(Substituted Bipyridine)] Complexes for NADH Regeneration

A series of water-soluble half-sandwich [Cp*RhIII(N^N)Cl]+ (Cp* = pentamethylcyclopentadiene, N^N-substituted 2,2′-bipyridine) complexes containing electron-donating substituents around the 2,2′-bipyridyl ligand were synthesized and fully characterized for the regioselective reduction of nicotinamide coenzyme (NAD+). The influence of the positional effect of the substituents on the structural, electrochemical, and catalytic properties of the catalyst was systematically studied in detail. The catalytic efficiency of the substituted bipyridine Cp*RhIII complexes are inversely correlated with their redox potentials. The 5,5′-substituted bipyridine Cp*RhIII complex, which had the lowest reduction potential, most effectively regenerated NADH with a turnover frequency of 1100 h-1. Detailed kinetic studies on the generation of intermediate(s) provide valuable mechanistic insight into this catalytic cycle and help to direct the future design strategy of corresponding catalysts.

PH-tuned metal coordination and peroxidase activity of a peptide dendrimer enzyme model with a Fe(ii)bipyridine at its core

Peptide dendrimer BP1 was obtained by double thioether bond formation between 5,5′-bis(bromomethyl)-2,2′-bipyridine and two equivalents of peptide dendrimer N1 (Ac-Glu-Ser)8(Dap-Glu-Ala)4(Dap-Amb- Tyr)2Dap-Cys-Asp-NH2

Establishing dual electrogenerated chemiluminescence and multicolor electrochromism in functional ionic transition-metal complexes

A combination of electrochromism and electroluminescence in functional materials could lead to single-layer dual electrochromic/electroluminescent (EC/EL) display devices, capable of simultaneous operation in emissive and reflective modes. Whereas such next generation displays could provide optimal visibility in any ambient lighting situation, materials available that exhibit such characteristics in the active layer are limited due to the required intrinsic multifunctionality (i.e., redox activity, electroluminescence, electrochromism, and ion conductivity) and to date can only be achieved via the rational design of ionic transition-metal complexes. Reported herein is the synthesis and characterization of a new family of acrylate-containing ruthenium (tris)bipyridine-based coordination complexes with multifunctional characteristics. Potential use of the presented compounds in EC/EL devices is established, as they are applied as cross-linked electrochromic films and electrochemiluminescent layers in light-emitting electrochemical cell devices. Electrochromic switching of the polymeric networks between yellow, orange, green, brown and transmissive states is demonstrated, and electrochemiluminescent devices based on the complexes synthesized show red-orange to deep red emission with λmax ranging from 680 to 722 nm and luminance up to 135 cd/m2. Additionally, a dual EC/EL device prototype is presented where light emission and multicolor electrochromism occur from the same pixel comprised of a single active layer, demonstrating a true combination of these properties in ionic transition-metal complexes.

Photocurrent response of bipyridine containing poly(p-phenylene-vinylene) derivatives

The photoinduced charge separation and subsequent transport under an external electric field is studied in the family of poly[bipyridine/(p-phenylene-vinylene)n] derivatives having n = 0, 1, and 3, respectively, p-phenylene-vinylene subunits separating the bipyridylene vinylene skeleton. Steady-state photocurrent of the polymers is studied in sandwich and surface configurations and correlated with transient photocurrent measurements. The results reveal the facile electric-field-induced separation of the electron-hole pair for n = 1 samples relative to n = 3 samples. We also estimate the energy barriers involved in the process of carrier generation and transport in these systems.