142593-07-5

Usage

Uses

Used in Chemical Research:
DIMETHYL 2,2'-BIPYRIDINE-6,6'-DICARBOXYLATE is used as a research compound for its chelating properties, allowing it to form coordinate bonds with central atoms. This makes it a valuable tool in various chemical studies and experiments.
Used in Analytical Chemistry:
In analytical chemistry, DIMETHYL 2,2'-BIPYRIDINE-6,6'-DICARBOXYLATE is used as a chelating agent for the analysis and detection of metal ions. Its ability to form stable complexes with these ions aids in their identification and quantification.
Used in Pharmaceutical Research:
DIMETHYL 2,2'-BIPYRIDINE-6,6'-DICARBOXYLATE is used as a potential candidate in pharmaceutical research, where its chelating properties may be exploited for the development of new drugs or drug delivery systems.
Used in Material Science:
In material science, DIMETHYL 2,2'-BIPYRIDINE-6,6'-DICARBOXYLATE is used as a component in the synthesis of new materials with specific properties, such as conductivity or magnetism, by forming complexes with other molecules or ions.

Upstream product

• 67-56-1 methanol 
• 4411-80-7 6,6'-dimethyl-2,2'-bipyridine 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 26218-75-7 methyl 6-Bromopicolinate 
• 4479-74-7 2,2'-bipyridine-6,6'-dicarboxylic acid 
• 4411-83-0 2,2′-bipyridine-6,6′-dicarbonitrile 
• 145276-25-1 [2,2']Bipyridinyl-6,6'-dicarboximidic acid dimethyl ester 

Downstream Products

• 74065-63-7 6,6′-bis(hydroxymethyl)-2,2′-bipyridine 
• 49669-26-3 2,2'-bipyridine-6,6'-dicarbaldehyde 

Relevant academic research and scientific papers

Insights on the synthesis and organisational phenomena of twisted pyrazine-pyridine hybrids

Pyrazine-pyridine hybrids containing two different oligopyridyl chains, 2,3-disubstituted onto the pyrazine ring nucleus are prepared from appropriate mixed α-diketone precursors. The latter were obtained by epoxidation of the enols of corresponding 1,2-disubstituted ethanones. The structures of the pyrazine derivatives were investigated by detailed proton NMR spectroscopic and X-ray crystallographic methods. These indicated a twisting of the oligopyridyl chains about one another to result in a pre-double helical topology. This phenomenon occurred up to two pyridin-2,6-diyl groupings from the pyrazine ring and is accompanied by edge-on-face stacking of spatially proximate pyridyl rings. Parallel stacking of pyrazine and weak C-H···N acid interactions are significant in their crystal lattices and may also figure in their metallosupramolecular self-assembly behaviour patterns.

Preparation of non-symmetrical 2,3-bis-(2,2'-oligopyridyl)pyrazines via 1,2-disubstituted ethanones

Sequential oxidation of the condensation products between alkyl 2,2'- oligopyridyl carboxylates and 6-methyl pyridine homologues with m-CPBA, then iodine affords the corresponding mixed α-diketones. These compounds are readily transformed into the respective mixed bis-oligopyridyl pyrazines, a class of compounds of interest for supramolecular chemistry.

Spectroscopic characterization of dipicolinic acid and its photoproducts as thymine photosensitizers

Dipicolinic acid (DPA), present in large amount in bacterial spores, has been proposed to act as an endogenous photosensitizer in spore photoproduct formation. The proposed mechanism involves a triplet-triplet energy transfer from DPA to thymine. However, up to now, no spectroscopic studies have been performed to determine the interaction between the endogenous compound and the nucleobase, probably due to its photolability in aqueous solutions. Here, triplet excited state properties of DPA are reported together with its bimolecular quenching rate constant by thymidine, kq of ca. 5.3 × 109 M?1 s?1. To run more reliable studies, a stable methyl ester derivative of DPA, which exhibits the same spectroscopic properties as the parent compound, is also described. Finally, DPA photoproducts are characterized. Studies of their triplet excited state properties have demonstrated that, interestingly, one of them is able to photosensitize thymidine triplet excited state formation.

A new nitrogen rich open chain diazine ligand system: Synthesis coordination chemistry and magneto-structural studies

The synthesis and coordination chemistry of a new series of open chain diazine based ligands (L3aH2, L3bH2, and L3cH2) is reported. The ligands comprise a central disubstituted bipyridine moiety with two bridging alkoxide oxygen donors, together with diazine and pyridine terminal groups strategically located to coordinate three metal centres. Reactions of L3aH2 and L3bH2 with CuX2 (X- = ClO4, Cl, NO3) yield a trinuclear complex (1) and 1-D copper chains (2, 3). In these complexes the ligands bind copper ions via Nbipyridne, trans Ndiazine, Ohydrazone, and Npyridne donors while vacant sites are occupied by counter ions or solvent molecules (methanol, water, acetonitrile). Reaction of L3cH2 with MnCl2 affords a linear trinuclear Mn complex (4), where the Mn(ii) ions are connected via μ2-Ohydrazone linkers with no N-N bridging. Reaction of L3aH2 with Fe(SO3CF3)2 yields a tetranuclear mixed valence Fe complex (5), in which both trans N-N and Ohydrazone bridging is observed. Magnetic studies reveal the presence of moderate to strong antiferromagnetic interactions in complexes 1-4 while a mix of ferromagnetic and antiferromagnetic interactions is observed in complex 5.

Convergent access to bis-1,2,4-triazinyl-2,2′-bipyridines (BTBPs) and 2,2′-bipyridines: Via a Pd-catalyzed Ullman-type reaction

Multidentate, soft-Lewis basic, complexant scaffolds have displayed significant potential in the discrete speciation of the minor actinides from the neutron-absorbing lanthanides resident in spent nuclear fuel. Efforts to devise convergent synthetic strategies to targets of interest to improve liquid-liquid separation outcomes continue, but significant challenges to improve solubility in process-relevant diluents to effectively define meaningful structure-activity relationships remain. In the current work, a synthetic method to achieve the challenging 2,2′-bipyridine bond of the bis-1,2,4-triazinyl-2,2′-bipyridine (BTBP) complexant class leveraging a Pd-catalyzed Ullman-type coupling is reported. This convergent strategy improves upon earlier work focused on linear synthetic access to the BTBP complexant moiety. Method optimization, relevant substrate scope and application, as well as a preliminary mechanistic interrogation are reported herein.

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.