56100-19-7

Usage

Uses

Used in Homogenous Catalysis:
4-METHYL-2,2'-BIPYRIDINE is used as a ligand in transition metal complex catalysts for its ability to coordinate with various metals, thereby facilitating a wide range of chemical reactions. Its application in this field is crucial for enhancing the efficiency and selectivity of catalytic processes.
Used in Organic Synthesis:
In the realm of organic synthesis, 4-METHYL-2,2'-BIPYRIDINE is employed as a reagent or intermediate, contributing to the synthesis of complex organic molecules. Its unique structural features and coordination capabilities make it a valuable component in the development of new synthetic pathways.
Used in Photophysics:
4-METHYL-2,2'-BIPYRIDINE is utilized in photophysical applications due to its potential to interact with light, which can be harnessed in the design of light-sensitive materials and devices. Its properties in this context can be instrumental in areas such as solar energy conversion and luminescent materials.
Used in Material Science:
In material science, 4-METHYL-2,2'-BIPYRIDINE is used as a component in the development of new materials with specific properties. Its coordination chemistry and potential to form complexes with metals can lead to the creation of materials with tailored characteristics for various applications, such as sensors, catalysts, or functional coatings.

Upstream product

• 75-74-1 Tetramethylblei-(IV) 
• 109-04-6 2-bromo-pyridine 
• 4926-28-7 2-Bromo-4-picoline 

Downstream Products

• 146581-82-0 2,2'-bipyridine-4-carboxaldehyde 
• 104704-09-8 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde 

Relevant academic research and scientific papers

Electrochemical coupling of mono and dihalopyridines catalyzed by nickel complex in undivided cell

One step nickel-catalyzed electroreductive homocoupling among 2-bromopicolines and 2-bromopyridine has been investigated by our group in an undivided cell and using zinc or iron as sacrificial anode. In this work, it was developed mono and dihalopyridines coupling to obtain possible products from heterocoupling. A series of reactions were carried out in order to develop a synthetic method for the preparation of unsymmetrical 2,2′-bipyridines and 2,2′:6′,2″-terpyridines. Statistical yields (50%) were observed for 2-bromopyridines/2-bromo-6-methylpyridine heterocoupling. In a preliminary study devoted to terpyridines preparation, good results were obtained for 2,6-dihalopyridines homocoupling, affording 2,6-dichloro-2, 2′-bipyridine (46%) and 2,6-dibromo-2,2′-bipyridine (56%), at controlled reaction time. At major reaction time, it was observed that the direct electroreduction of the 2,6′-dihalo-2,2′-bipyridines intermediates and 2,6″-dihalo-2,2′:6′,2″-terpyridines products on the cathode surface. A reasonable isolated product yield of 6,6″-dimethyl-2,2′:6′,2″-terpyridine (10%) was only observed in the reaction between 2,6-dichloropyridine and 2-bromo-6- methylpyridine (1:2).

OXIDATION-REDUCTION MECHANISMS - INNER-SPHERE AND OUTER-SPHERE ELECTRON TRANSFER IN THE REDUCTION OF IRON(III), RUTHENIUM(III), AND OSMIUM(III) COMPLEXES BY ALKYL RADICALS. MECHANISMS -

Alkyl radicals are readily oxidized by the tris(phenanthroline) and tris(bipyridine) complexes ML//3**3** plus of iron(III), ruthenium(III), and osmium(III) in acetonitrile solution, the second-order rate constants easily exceeding 10**6 M** minus **1s** minus **1 at 25 degree C. Two oxidative processes are identified as (a) ligand substitution on the coordinated 1,10-phenanthroline to yield various alkylphenanthrolines and (b) cation formation to afford alkenes and N-alkylacetamides (after hydrolysis). Cation formation is characterized by extensive skeletal rearrangement of neopentyl, isobutyl, and n-propyl groups, whereas ligand substitution by the same alkyl radicals occurs without any rearrangement.