23309-74-2

Usage

Structure

Two pyridine rings and a quinoxaline ring The compound is formed by the fusion of two pyridine rings with a quinoxaline ring, creating a complex and stable structure.

Type of compound

Heterocyclic aromatic compound It contains aromatic rings with a mix of carbon and nitrogen atoms, giving it unique chemical and physical properties.

Use as a ligand

In coordination chemistry 2,3-di(pyridin-2-yl)quinoxaline can bind to metal ions, making it a useful ligand in the synthesis of coordination compounds.

Potential applications

Organic electronic devices and materials Due to its interesting photophysical and electrochemical properties, 2,3-di(pyridin-2-yl)quinoxaline may be used in the development of new organic electronic devices and materials.

Photophysical properties

Attractive for research and industrial purposes The compound's ability to absorb and emit light can be harnessed in various applications, such as in the development of organic light-emitting diodes (OLEDs) and other optoelectronic devices.

Electrochemical properties

Interesting and unique The compound's electrochemical behavior can be exploited in the design of new energy storage devices, such as batteries and supercapacitors, as well as in electrochromic materials and sensors.

Upstream product

• 492-73-9 2,2'-Pyridil 
• 88-74-4 2-nitro-aniline 
• 1141-06-6 2-hydroxy-1,2-di-2-pyridylethanone 
• 1121-60-4 pyridine-2-carbaldehyde 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 127666-37-9 {(2,3-bis(2-pyridyl)quinoxaline)(triphenylphosphine)2H₂Rh} hexafluorophosphate 
• 697300-45-1 [ruthenium(II)(η5-cyclopentadienyl)(triphenylphosphine)(2,3-bis(α-pyridyl)quinoxaline)]PF6 
• 148480-67-5 (Mo(CO)3(P(C₆H₅)3))2(C₈H₄N₂(C₅H₄N)2) 
• 913701-14-1 [(η(5)-indenyl)Ru(PPh3)(bis-pyridylquinoxaline)]PF6 

Relevant academic research and scientific papers

PTSA-catalyzed one-pot synthesis of quinoxalines using DMSO as the oxidant

An efficient p-toluene sulfonic acid–catalyzed, one-pot, two-step oxidative system for cyclization of o-diaminobenzene with 1,2-diaryl-2-hydroxyethanone to quinoxalines was described. A nontoxic, readily available oxidant, dimethylsulfoxide (DMSO), was applied in this process. A broad range of substrates was applied to this method, and target compounds were obtained with good yields.

One-pot synthesis of quinoxalines from reductive coupling of 2-nitroanilines and 1,2-diketones using indium

The one-pot reduction-cyclization of 2-nitroanilines and 1,2-diketones to give quinoxalines was investigated. Using indium and an appropriate acid such as acetic acid or indium(III) chloride, various quinoxaline derivatives including 2,3-dialkylquinoxalines, 2,3-diphenylquinoxalines, 2,3-di-2-thiophenylquinoxalines, 2,3-di(pyridin-2-yl)quinoxalines, and dibenzo[a,c]phenazines were synthesized in moderate to excellent yield.

An efficient iodine-DMSO catalyzed synthesis of quinoxaline derivatives

An efficient iodine-DMSO catalyzed system for the synthesis of quinoxaline derivatives was developed. The construction of this quinoxaline system went through a one-pot oxidation/cyclization process. The reaction afforded a variety of products in good to excellent yields. This methodology has potential applications in the synthesis of biologically and medicinally relevant compounds.

CaO-catalyzed aerobic oxidation of α-hydroxy ketones: Application to one-pot synthesis of quinoxaline derivatives

The aerobic oxidation of α-hydroxy ketones into α-diketones catalyzed by CaO is compared with the same reaction catalyzed by other metal oxides. The catalytic activities of the various metal oxides were proportional to their surface basicities. The direct conversion of α-hydroxy ketones into quinoxalines via CaO-catalyzed aerobic oxidation followed by in situ reaction with 1,2-diaminoaromatics is also achieved. Various types of quinoxalines were synthesized in the presence of the CaO catalyst and molecular oxygen. It was also found that the CaO catalyst was reusable without any loss of its catalytic activity.

One-pot synthesis of quinoxalines starting from aldehydes under metal-free conditions

An efficient and convenient synthesis of quinoxalines from easily available aldehydes was performed as a one-pot procedure in good to excellent yields under metal-free conditions, via sequential benzoin condensation, aerobic formation of benzils and condensation of the latter with 1,2-diaminobenzenes.