59957-75-4

Usage

Uses

Used in Organic Synthesis:
2,2'-Dipyridyl diselenide is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Applications:
2,2'-Dipyridyl diselenide is used as a potential therapeutic agent for its antioxidant, anti-inflammatory, and anticancer properties, making it a candidate for the development of new drugs.
Used in Material Science:
2,2'-Dipyridyl diselenide is used as a component in the development of new materials, leveraging its unique chemical properties to create innovative substances with potential applications in various industries.
Used in Electrochemistry:
2,2'-Dipyridyl diselenide is used as a redox-active agent in electrochemical systems, playing a crucial role in energy storage and conversion processes, such as in batteries and fuel cells.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 5029-67-4 2-iodopyridine 
• 2044-26-0 pyridine-2(1H)-selone 
• 407-76-1 pyridine-boron trifluoride 
• 110-86-1 pyridine 
• 2044-26-0 pyridine-2-selenolate 
• 109-09-1 2-chloropyridine 

Downstream Products

• 819850-03-8 bis(2-pyridylseleno)phenylmethane 
• 153562-60-8 5-ethyl-1-benzyloxymethyl-6-(pyridylseleno)uracil 
• 210977-87-0 [PdCl(NC₅H₄Se)(P(CH₃)(C₆H₅)2)] 
• 210977-94-9 [PtCl(NC₅H₄Se)(P(CH₃)(C₆H₅)2)] 
• 210977-93-8 [PtCl(NC₅H₄Se)(P(CH₃)2(C₆H₅))] 
• 210978-10-2 [Pd(NC₅H₄Se)2(P(C₆H₅)3)] 
• 210977-86-9 [PdCl(NC₅H₄Se)(P(CH₃)2(C₆H₅))] 
• 879280-42-9 [Os(pySe)2(triphenylphosphine)2] 
• 1071469-43-6 C₂₁H₁₅NSeTe 
• 2044-26-0 pyridine-2-selenolate 
• 1224431-86-0 C₁₈H₂₃NO₂Se 
• 1224431-84-8 C₁₄H₁₅NSe 
• 1384277-53-5 3-phenyl-2,3-dihydro[1,3]selenazolo[3,2-a]pyridinium-4 hexachloroantimonate(V) 
• 23974-72-3 sodium phenylselenide 

Relevant academic research and scientific papers

A study on the antioxidant activity of pyridylselenium compounds and their slow release from poly(acrylamide) hydrogels

The antioxidant activity of pyridylselenium compounds has been evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical and nitric oxide (NO) scavenging methods. Pyridylselenium compounds have shown far superior (100-1000 times) antioxidant property than ebselen. The control release of bis(2-pyridyl) diselenide from poly(acrylamide) hydrogels has been studied in order to evaluate its release mechanism and diffusion coefficient. The later study also demonstrates that the pyridylselenium loading into the polymer matrix increases the magnitude and the rate of the radical scavenging activity of the poly(acrylamide) hydrogels. Copyright

Preparation and characterization of methyl substituted 2,2′-dipyridyl diselenides, 2,2′-dipyridyl ditellurides, and their derivatives

A number of methyl substituted 2,2′-dipyridyl diselenides and -ditellurides have been prepared. Effect of the solvent and the substituents on the rate of these reactions have also been studied. The preparation of 2-methylseleno/telluro picolines by reductive cleavage of the diselenides and ditellurides and by one pot reaction using n-BuLi at -78°C in THF is reported.

A new and convenient route to 2,2′-dipyridyl diselenide/ditelluride and some of their alkyl/aryl derivatives through BF3-complexed pyridyl carbanion

Synthesis of 2,2′-dipyridyl diselenide/ditelluride and some alkyl/aryl pyridyl selenide/telluride is reported.

Synthesis of a novel family of water-soluble 2H,3H-[1,3]thia- and -selenazolo[3,2-a]pyridin-4-ium heterocycles by annulation reactions

Regioselective synthesis of a novel family of water-soluble 2H,3H-[1,3]chalcogenazolo[3,2-a]pyridin-4-ium derivatives was developed based on 2-pyridinesulfenyl and -selenenyl halides and unsaturated compounds. The annulation reactions with divinyl sulfide

A novel and convenient synthesis towards 2-pyridylselenium compounds: X-ray crystal structure of 4,4′-dimethyl-2,2′-dipyridyl diselenide and tris(2-pyridylseleno)methane

Various 2,2′-dipyridyl diselenides were prepared by a simple and convenient method employing non-cryogenic conditions. The diselenide anion, Se22- formed by reducing elemental selenium with 100% hydrazine hydrate in sodium hydroxide reacts in situ with 2-bromopyridines to afford the title compounds in good to excellent yields. Hydrazine hydrate readily cleaves the selenium-selenium bond in these diselenides to generate 2-pyridylselenolate anion, which reacts with halomethanes to afford 2-pyridylseleno methanes. X-ray crystal structure of 4,4′-dimethyl-2,2′-dipyridyl diselenide (4) and tris(2-pyridylseleno)methane (10) is described.

Towards multifunctional antioxidants: Synthesis, electrochemistry, in vitro and cell culture evaluation of compounds with ligand/catalytic properties

Numerous human diseases are linked to a biochemical condition known as oxidative stress (OS). Antioxidants are therefore becoming increasingly important as potential disease prevention and therapeutic agents. Since OS is a multi-stressor event, agents combining a range of different antioxidant properties, such as redox catalysis and metal binding, might be more effective and selective than mono-functional agents. Selenium derivatives of aniline and pyridine combine redox activity with metal binding properties. These multifunctional agents have a distinct electrochemical profile, and exhibit good catalytic activity in the glutathione peroxidase mimic and metallothionein assays. They also show antioxidant activity in a skin cell model of UVA-induced stress. These compounds might therefore provide the basis for novel agents combining two or more distinct antioxidant properties. The Royal Society of Chemistry 2005.

Synthesis of organoselenyl isoquinolinium imidesviairon(iii) chloride-mediated tandem cyclization/selenation ofN′-(2-alkynylbenzylidene)hydrazides and diselenides

This report describes the synthesis of organoselenyl isoquinolinium imides through a tandem cyclization betweenN′-(2-alkynylbenzylidene)hydrazides and diselenides. The reaction was carried out at room temperature under an ambient atmosphere using cheap iron(iii) chloride as the metallic source. The strategy shows good tolerance to a broad range ofN′-(2-alkynylbenzylidene)hydrazides and diselenides, and forms C-N and C-Se bonds in one step. The obtained product is further transformed into a bioactiveH-pyrazolo[5,1-a]isoquinoline skeleton easilyviaa silver catalyzed [3 + 2] cycloaddition.

Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides

A new protocol was developed to synthesize (enantioenriched) thioethers and selenoethers from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These syntheses were promoted by the presence of weak base and did not require the use of any transition metal, and resulted in the target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. This journal is

Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds

We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.

Rhodium-Catalyzed Carbene Transfer Reactions for Sigmatropic Rearrangement Reactions of Selenium Ylides

The rearrangement of selenium ylides is even today almost unexplored, although it would provide access to important organoselenium compounds with broad downstream applications. In this report, the first systematic study of sigmatropic rearrangement reactions of selenium ylides using a simple rhodium catalyst with catalyst loadings as low as 0.01 mol % is described. Selenium oxide pyrolysis of the rearrangement products gives access to important 1,1-disubstituted butadienes.