139038-64-5

Upstream product

• 20893-72-5 4-iodobenzenediazonium chloride 
• 123-54-6 acetylacetone 
• 540-37-4 p-aminoiodobenzene 
• 25145-04-4 (Z)-4-trimethylsiloxypent-3-en-2-one 

Downstream Products

• 139038-80-5 (Z)-3-(4-Iodo-phenylazo)-4-{2-[(Z)-2-(4-iodo-phenylazo)-1-methyl-3-oxo-but-1-enylamino]-ethylamino}-pent-3-en-2-one 
• 139038-70-3 N-(5,7-Dimethyl-2,3-dihydro-[1,4]diazepin-6-ylidene)-N'-(4-iodo-phenyl)-hydrazine 

Relevant academic research and scientific papers

Light Regulation of DNA Minicircle Dimerization by Utilizing Azobenzene C-Nucleosides

Although DNA has the ability to form almost every desired shape, the usability of DNA nanostructures can be limited due to the lack of functionality. To functionalize nanoscale structures, light-responsive moieties like photoswitchable azobenzenes can be introduced into DNA. Upon UV irradiation, the isomerization of the azobenzene moiety causes destabilization of the neighboring base pairs leading to decreased binding ability. The linker strategy of the azobenzene to the DNA alters the performance of the switching behavior significantly. We hereby report the utilization of four different azobenzene C-nucleosides and compare their features in a nanoarchitecture model with the help of gel-electrophoresis and atomic force microscope-imaging.

Aryldiazenyl Radicals from Arylazo Sulfones: Visible Light-Driven Diazenylation of Enol Silyl Ethers

A versatile protocol for the diazenylation of enol silyl ethers under visible light irradiation is presented herein. The reaction is based on the underused reaction of a nitrogen-based radical (the diazenyl radical) with an enol silyl ether. Arylazo sulfones were used as photoactivatable precursors of these diazenyl radicals. The resulting azaderivatives are potentially bioactive compounds as well as starting materials for the synthesis of N-containing heterocycles. (Figure presented.).

Arylazo-3,5-dimethylisoxazoles: Azoheteroarene Photoswitches Exhibiting High Z-Isomer Stability, Solid-State Photochromism, and Reversible Light-Induced Phase Transition

Reversibly photoswitchable phenylazo-3,5-dimethylisoxazole and 37 aryl-substituted derivatives were synthesized. Excellent photoswitching ability of these compounds in solution and the solid state was demonstrated. Through kinetics studies by means of NMR spectroscopy, high Z-isomer stability was demonstrated. Interestingly, the majority of the derivatives showed light-induced contrasting color changes in solution and the solid state. Besides, many of the derivatives exhibit partial phase transition upon UV irradiation. The highlight of this class of photoswitches is the reversible light-induced phase transition between solid and liquid phases in the parent compound, which can be used in patterned crystallization. These results show that this new class of azoheteroarene based photoswitches has opportunities to be useful in various domains.

Reactions of 2-Arylhydrazones of 1,2,3-Triketones with 1,2-Diaminoethane. I. Synthesis and Spectral Characterization of 6-Arylazo-2,3-dihydro-1H-1,4-diazepines and 3,10-Diarylazo-4,9-dimethyl-5,8-diaza-3,9-dodecadiene-2,11-diones

Reactions of 3-arylhydrazones of 2,3,4-pentanetrione (1a-1e) and 2-arylhydrazones of 1,3-diphenyl-1,2,3-propanetrione (1f-1l) with 1,2-diaminoethane have been studied.It was found, that 3-arylhydrazones of 2,3,4-pentanetrione react with 1,2-diaminoethane with formation of 6-arylazo-2,3-dihydro-1,4-diazepines (2a-2e) or the diarylazo derivatives of 4,9-dimethyl-5,8-diaza-3,9-dodecadiene-2,11-dione (3a-3e).Analogous reactions of 2-arylhydrazones of 1,3-diphenyl-1,2,3-propanetrione yielded exclusively the derivatives of dihydrodiazepine.The structure of obtained products has been elucidated on the basis of i.r., m.s. and 1H-n.m.r.spectra.