1165-62-4

Usage

Uses

Used in Pharmaceutical Applications:
(4E)-4-[(2E)-(1-oxoquinolinium-4(1H)-ylidene)hydrazinylidene]quinolin-1(4H)-olate is used as a potential pharmaceutical agent due to its unique structure and functional groups, which may offer therapeutic benefits in the treatment of various diseases.
Used in Coordination Chemistry:
In Coordination Chemistry, (4E)-4-[(2E)-(1-oxoquinolinium-4(1H)-ylidene)hydrazinylidene]quinolin-1(4H)-olate is used as a ligand for the formation of coordination complexes, which can be employed in various applications such as catalysis, sensing, and materials science.
Used in Materials Science:
(4E)-4-[(2E)-(1-oxoquinolinium-4(1H)-ylidene)hydrazinylidene]quinolin-1(4H)-olate is used as a building block in the development of new materials with specific properties, such as conductivity, magnetism, or optical characteristics, for applications in electronics, energy storage, and photonics.

Upstream product

• 2669-36-5 4-quinolyl azide N-oxide 
• 92-84-2 10H-phenothiazine 
• 56-57-5 4-nitroquinoline-N-oxide 

Relevant academic research and scientific papers

A Laser Flash Photolysis Study of Azo-Compound Formation from Aryl Nitrenes at Room Temperature

The species 4-nitrenopyridine 1-oxide is known to exhibit triplet nitrene dominated chemistry to yield azo-dimer products exclusively, even at room temperature. As such, this species, and its analogue 4-nitrenoquinoline 1-oxide, are useful models to probe the mechanism of formation of azo-dimers, which is postulated to proceed by self-reaction of the nitrene or reaction of nitrene with the parent azide. A laser flash photolysis study is described where the kinetics of formation of azo-dimer were found to be most adequately modeled by competition between both mechanisms, and rate coefficients for the competing reactions were determined.

Lewis acid effects on donor-acceptor associations and redox reactions: Ternary complexes of heteroaromatic N-oxides with boron trifluoride and organic donors

Structural and spectral features of the novel supramolecular [D·NXO·BF3] complexes formed via simultaneous n-coordination of a Lewis acid (BF3) and π-complexation of organic donors (D) to polyfunctional nitrosubstituted N-oxide molecules (NXO = 4-nitropyridine-N-oxide or 4-nitroquinoline-N-oxide) are reported. X-Ray studies of [pyrene·NPO·BF3]·CH2Cl 2 and [(pyrene)2·NQO·BF3] salts revealed that the Lewis acid is coordinated to the oxygen atom of the N-oxide group with O-B distance of ～1.52 similar to that in the separate [NXO·BF3] adducts. Aromatic rings of N-oxide molecules in the ternary systems are π-stacked with pyrene moieties, and their interplanar separations of ～3.35 are common for conventional charge-transfer complexes. In dichloromethane, associations between [NXO·BF3] adduct and organic donors are characterized by higher formation constants (and charge-transfer bands of [D·NXO·BF3] complexes are red-shifted) as compared to the complexes between the same donors and NXO acceptors. Spectral data and electrochemical measurements point out enhanced acceptor abilities of [NXO·BF3] adducts relative to the separate N-oxides which correspond to ～0.5 V positive shift of reduction potentials of acceptors. Synergetic oxidation of strong organic donors by [NXO·BF3] dyads (which results in the formation of the corresponding cation radicals and products of transformation of both BF 3 and NXO components) is discussed.

On the photochemistry of 4-azidoquinoline 1-oxide: Structural elucidation of primary photoproduct

The primary product of the photolysis of 4-azidoquinoline 1-oxide (1) is believed to be the azo-dimer (4), consistent with the photochemistry of the pyridine analogue (2). This species has not been unambiguously identified, and previous workers have only isolated various isomers of the azoxy species (5). A combined IR, NMR, LC/MS and computational study confirms the structure 4 as the primary product of photolysis of 1 at 355 nm, suggesting that 5 arises from secondary photochemistry of 4.