4433-01-6

Usage

Uses

Used in Coordination Chemistry:
2,2'-Bipyridine-3,3'-dicarboxylic acid is used as a ligand in coordination chemistry for its ability to coordinate with metal ions, forming stable complexes that are essential in various chemical and catalytic processes.
Used in Synthesis of Coordination Polymers and Metal-Organic Frameworks:
In the field of materials science, 2,2'-Bipyridine-3,3'-dicarboxylic acid is utilized as a building block in the synthesis of coordination polymers and metal-organic frameworks. Its coordination properties with metal ions contribute to the formation of these complex structures with potential applications in gas storage, catalysis, and sensing.
Used in Development of Luminescent Materials:
2,2'-Bipyridine-3,3'-dicarboxylic acid is also studied for its potential use in developing luminescent materials. Its ability to form complexes with metal ions can lead to the creation of materials with unique optical properties, which can be applied in areas such as optoelectronics and sensing.
Used in Molecular Self-Assembly:
Furthermore, 2,2'-Bipyridine-3,3'-dicarboxylic acid is employed as a building block in molecular self-assembly processes. Its structural features and coordination capabilities allow for the formation of organized supramolecular structures with potential applications in nanotechnology and materials science.

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 27318-90-7 1,10-phenanthroline-5,6-dione 
• 2942-59-8 2-chloronicotinic acid 
• 41673-52-3 tris(1,10-phenanthroline)ruthenium(III)⁽³⁺⁾ 
• 136869-49-3 3,3′-dicyano-2,2′-bipyridine 

Downstream Products

• 1762-36-3 3,3'-bis(ethoxycarbonyl)-2,2'-bipyridine 
• 1163299-59-9 bis[(2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] 2,2'-bipyridine-3,3'-dicarboxylate 
• 71353-94-1 3,3'-Bis(hydroxymethyl)-2,2'-bipyridine 

Relevant academic research and scientific papers

Synthesis of new macrocycles with 2,2′-bipyridyl and polyamine functions

A series of macrocycles with two different complexing sites of the type 3,3′-AA-2,2′-bipyridine, where AA=CONHCH2CH 2NHCO, CONH(CH2)6NHCO, CONHCH 2CH2NHCH2CH2NHCO and CONHCH 2CH2CH2NHCH2CH2CH 2NHCO have been synthesized by high dilution method and characterized on the basis of elemental analysis, NMR, and infrared spectral data.

Synthesis, structure and spectroscopic properties of rare earth complexes with a new aryl amide 2,2′-bipydine derivative

Solid complexes of rare earth nitrates and picrates with a new aryl amide ligand 3.3′-bis(benzylamido)-2,2′-bipyridine (L) were synthesized and characterized by elemental analysis, IR and molar conductivity measurements. The molecular structures of the complex [TbL2(NO3)3H2O]·2H2O have been determined by single-crystal X-ray diffraction. The fluorescent properties of the Eu(III) and Tb(III) nitrates and picrates complexes in solid state were also investigated in detail. Under the excitation, these complexes exhibited characteristic emissions of europium and terbium ions. It is worth noting that the nature of the anion has a great effect upon the composition of the complexes as well as emission properties of them.

Spectrophotometric study of selective binding behaviors of dye molecules by pyridine-and bipyridine-modified ?2-cyclodextrin derivatives with a functional tether in aqueous solution

Four ?2-cyclodextrin (?2-CD) derivatives bearing pyridine or bipyridine linkers, i.e., mono[6-(3-pyridinecarboxamide)ethyleneamino-6-deoxy]-?2-CD(2), mono[6-(4-pyridinecarboxamide)ethyleneamino-6-deoxy]-?2-CD (3), N,Na?2-bis(2-aminoethyl)-2,2a?2-bipyridine-4, 4a?2-dicarboxamide-bridged bis(6-amino-6-deoxy-?2-CD) (4), N,Na?2-bis(2-aminoethyl)-2,2a?2-bipyridine-3, 3a?2-dicarboxamide-bridged bis(6-amino-6-deoxy-?2-CD) (5), and their copper-(II) complexes (6 and 7) were selected as molecular receptors to explore the conformation-function relationship of oligo(?2-CD)s. The original conformations of hosts 4-7 and their inclusion complexation behaviors with some guest molecules, i.e., ammonium 8-anilino-1-naphthalenesulfonate (ANS), sodium 6-(p-toludino)-2-naphthalenesulfonate (TNS), and rhodamine B (RhB), were comprehensively investigated by means of UV-vis, 2D NMR, and fluorescence spectroscopy. The results indicated that these oligo(?2-CD)s, especially bis(?2-CD) 5 and its copper(II) complex 7, exhibited the significantly enhanced binding abilities toward guest molecules as compared with native ?2-CD. Typically, hosts 5 and 7 efficiently enhanced the original binding ability of native ?2-CD toward ANS by a factor of 38-42 times. These increased binding abilities of oligomeric hosts were discussed from the viewpoint of the size/shape-fit and multipoint recognition between host and guest.

The Efficient Synthesis of 2-(3-Carbamoylpyridine-2-yl) Nicotinamide Pyridine Salts

The synthesis of axially chiral compounds has attracted a great deal of attention in re-cent years. Herein, an efficient and economical synthetic route has been developed for 2-(3-carbamoylpyridin-2-yl) nicotinamide pyridine salts, axially chiral compounds. The starting mate-rial 1,10-phenanthroline is readily available. In this study, 2-(3-carbamoylpyridin-2-yl) nicotina-mide pyridine salts are obtained in moderate to good yields. This protocol includes simple opera-tions and has easy scalability. In addition, the axial chirality of the products is also preliminary studied.

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.

A new series of bipyridine based chiral organocatalysts for enantioselective Henry reaction

A series of binaphthol based chiral organocatalysts were synthesized and applied as metal-free organocatalysts in the enantioselective Henry reaction. These organocatalysts enabled the Henry reaction with a lower concentration of catalysts at room tempera

Organocatalytic aerobic oxidative cleavage of cyclic 1,2-diketones

The first organocatalytic aerobic oxidative cleavage of cyclic 1,2-diketones is reported. The reaction occurs in either aqueous or alcoholic media and is promoted by a simple N-heterocyclic carbene catalyst derived from a 1,2,4-triazolium ion. No strong oxidants are required. The application of the process in a one-pot synthesis of a cyclic anhydride is also possible. Georg Thieme Verlag Stuttgart. New York.

D-π-A dye sensitizers made of polymeric metal complexes containing 1,10-phenanthroline and alkylfluorene or alkoxybenzene: Synthesis, characterization and photovoltaic performance for dye-sensitized solar cells

Four polymeric metal complexes (P1-P4 based on 1,10-phenanthroline metal complexes and alkylfluorene or alkoxybenzene were synthesized by the Heck coupling reaction and were developed for dye-sensitized solar cell applications. The target dyes use alkoxyb

A new dioxotetraamine ligand derived from binicotinic acid: Synthesis, coordination, and fluorescence behaviour towards divalent transition metal ions

A novel bipyridyl-based fluorescent system, N,N'-bis(2-aminoethyl)-2,2'- bipyridine-3,3'-dicarboxamide (BABD), with two different coordination sites, bidentate bipyridyl and tetradentate dioxotetraamine, has been synthesized, and characterized by elemental analysis and spectroscopic (UV-Vis, IR, : 1H NMR, and 13CNMR) methods. The lowest energy molecular geometry of BABD was obtained by empirical then quantum mechanical treatment. The binding ability of BABD with H+, Co(II), Ni(II), Cu(II), and Zn(II) ions was investigated in aqueous 0.1 M KCl at 25 ± 1 °C by potentiometric methods. Four protonation constants were determined for BABD, and were used as input data to evaluate the formation constants of the metal complexes. The coordination behaviour of BABD in solution indicated that at low pH the bipyridyl unit coordinates to all metal ions, but at higher pH (>7.0) coordination of the dioxotetraamine unit occurs with the Cu(II) and Ni(II) ions only. The 3D-model structure of the metal complex was predicted by semi-empirical calculation using the AM1/d Hamiltonian. Fluorimetric titrations indicate that at pH 9 BABD exhibits fluorescence enhancement with increasing concentration of Cu(II) and Ni(II) ions, but at pH 7.2 fluorescence enhancement is observed only in the presence of Cu(II) ions. No remarkable effect on the fluorescence of BABD was observed in the presence of other biologically relevant metal ions, for example Ni(II), Fe(II), Mn(II), Co(II), Zn(II), Mg(II), Ca(II), and Hg(II). Springer-Verlag 2009.

Crystal structure of antitubercular complex: Cis-(chloro)-[N,N'-bis- (diethyl-2,2'-bipyridine-3,3'-dicarboxylate)]ruthenium(II) Monohydrate

Diethyl-2,2'-bipyridine-3,3'-dicarboxylate (3 or L) reacts with RuCl 3 ? 3H2O to give cis-(Cl)-[Ru(L)2Cl 2] ? H2O (4) and structure of the complex was determined by spectral (IR, 1H-NMR), and mass spectroscopic data, elemental analyses and X-ray crystallography. The structure is solved in triclinic, space group p-1 with a = 10.658 (2), b = 12.446 (3), c = 14.186 (5) A, α = 104.856 (3), β = 108.704 (3), γ = 94.973 (2)°, V = 1693.2 (8) A3, Z = 2 with final R = 0.012. The geometry of the complex is shown to be a distorted octahedral with four nitrogens of two 2,2'-bipyridyl ligands in two different planes with Ru-N distance as 2.021 (2)-2.071 (3) A. The cis-position is occupied by two chloride atoms with Ru-Cl distance as 2.4156 (12) and 2.4167 (13) A. The trans-axial Cl2-Ru1-N and Cl1-Ru1-N4 angles are respectively, 172.42 (7) and 174.12 (7)°. A weak hydrogen bonding is observed between the two chlorides and hydrogens of neighbouring molecule [C-H???Cl distance as 2.72, 2.77 (4) A]. A second type of weak hydrogen bonding is also observed between the oxygens of carboxylate groups and hydrogens of a neighbouring molecule [C-H???O distance as 2.53, 2.56 and 2.34 (4) A].