21650-57-7

Upstream product

• 100-17-4 para-methoxynitrobenzene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 85314-04-1 N-(4-Methoxy-phenyl)-N'-p-tolyl-diazene N'-oxide 
• 775567-49-2 N-(4-methoxy-phenyl)-N'-p-tolyl-hydrazine 
• 108-95-2 phenol 
• 106-49-0 p-toluidine 
• 79349-38-5 (E)-4-(p-tolyldiazenyl)phenol 
• 77-78-1 dimethyl sulfate 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 1619236-88-2 (E)-1-(5-methoxy-[1,1’-biphenyl]-2-yl)-2-(p-tolyl)diazene 
• 1619236-90-6 (E)-1-(4-methoxyphenyl)-2-(5-methyl-[1,1’-biphenyl]-2-yl)diazene 
• 1647096-80-7 (E)-2-(4-methoxyphenyl)-1-(4-methyl-2-nitrophenyl)diazene 
• 1647096-81-8 (E)-1-(4-methoxy-2-nitrophenyl)-2-p-tolyldiazene 
• 1619236-54-2 (E)-2-((4-methoxyphenyl)diazenyl)-5-methylphenyl benzoate 
• 1619236-52-0 (E)-5-methoxy-2-(p-tolyldiazenyl)phenyl benzoate 
• 775567-49-2 N-(4-methoxy-phenyl)-N'-p-tolyl-hydrazine 
• 24760-05-2 (E)-1-(4-methoxyphenyl)-2-(4-(diphenylmethyl)phenyl)diazene 
• 128527-01-5 (E)-1-(4-methoxyphenyl)-2-(4-(diphenylhydroxymethyl)phenyl)diazene 

Relevant academic research and scientific papers

Photoinduced isothermal phase transition of ionic liquid crystals

Going through a phase: To expand the applications of ionic liquid crystals as on/off switching ionic conductors, photocontrolled supramolecular materials, and ordered/disordered ionic media, photoinduced isothermal smectic-isotropic phase transition of ionic liquid crystals was successfully obtained by incorporation of a small amount of an azobenzene derivative. The presence of the photochromic molecule also maintains the host mesophase and expands the mesogenic temperature range. Copyright

Electrosynthesis of Azobenzenes Directly from Nitrobenzenes

The electrochemical reduction strategy of nitrobenzenes is developed. The chemistry occurs under ambient conditions. The protocol uses inert electrodes and the solvent, DMSO, plays a dual role as a reducing agent. Its synthetic value has been demonstrated by the highly efficient synthesis of symmetric, unsymmetric and cyclic azo compounds.

Oxidative dehydrogenation of hydrazines and diarylamines using a polyoxomolybdate-based iron catalyst

We report an efficient method for the oxidative dehydrogenation of hydrazines and diarylamines in aqueous ethanol using Anderson-type polyoxomolybdate-based iron(iii) as a catalyst and hydrogen peroxide as an oxidant. A series of azo compounds and tetraarylhydrazines were obtained in moderate to excellent yields. The reaction conditions and substrate scopes are complementary or superior to those of more established protocols. In addition, the catalyst shows good stability and reusability in water. The preliminary mechanistic studies suggest that a radical process is involved in the reaction.

The selective synthesis ofN-arylbenzene-1,2-diamines or 1-arylbenzimidazoles by irradiating 4-methoxy-4′-substituted-azobenzenes in different solvents

The solvent-controllable photoreaction of 4-methoxyazobenzenes to afford 1-aryl-1H-benzimidazoles orN-arylbenzene-1,2-diamines has been studied. The irradiation of 4-methoxyazobenzenes in DMF containing 0.5 M hydrochloric acid providedN2-aryl-4-methoxybenzene-1,2-diamines as the major product, while irradiation in acetal containing 0.16 M hydrochloric acid led to 1-aryl-6-methoxy-2-methyl-1H-benzimidazoles as the major product. A possible reaction mechanism explaining the selectivity was also discussed.

First use of p-tert-butylcalix[4]arene-tetra-O-acetate as a nanoreactor having tunable selectivity towards cross azo-compounds by trapping silver ions

p-tert-Butylcalix[4]arene-tetra-O-acetate was established for the first time as a member of the nanoreactor series, even without having any -OH group. The nano range distribution of this nanoreactor was ascertained by DLS, SEM and TEM studies. The capability of this cavitand towards hosting amines in a competitive manner generates a new green pathway for cross coupling of aromatic amines to give the corresponding azo-compounds. In this context, using p-tert-butylcalix[4]arene-tetra-O-acetate as a nanoreactor and silver nitrate as a catalyst, we got the cross azo-compound in good to excellent yields in the eco-friendly solvent water. This green methodology is also applicable for the synthesis of respective homo-compounds.

Palladium-Catalyzed sp2 C-H Arylation of Azoarenes with Arylhydrazines

Transition-metal-catalyzed direct functionalization of C-H bonds is important for new compound synthesis, but usually needs special reagents and harsh conditions. With the aid of an azo directing group, the palladium-catalyzed ortho-sp2 C-H bond activation of azoarenes with hydrazines has been explored. In the reaction, the Pd catalyst reacts with azobenzene to form a palladacyclic intermediate, which reacts with a phenyl radical generated from phenylhydrazine under heating and oxygen to produce a PdIV or PdIII intermediate. This finally undergoes reductive elimination to give the ortho-arylated products with the release of the PdII catalyst. This reaction provides a novel access to ortho-aryl azoarenes under mild conditions in high yield. Helpful hydrazines: With the aid of an azo directing group, the palladium-catalyzed ortho-sp2 C-H bond activation of azoarenes with hydrazines has been explored. The catalyst reacts with azobenzene to form a palladacyclic intermediate, which reacts with a phenyl radical generated from phenylhydrazine produce a PdIV or PdIII intermediate. This undergoes reductive elimination to give the ortho-arylated products and regenerate the catalyst. This reaction provides a novel access to ortho-aryl azoarenes under mild conditions in high yield.

Palladium-catalyzed ortho-functionalization of azoarenes with aryl acylperoxides

With the aid of an azo directing group, Pd-catalyzed ortho-sp2 C-H bond activation/functionalization of azoarenes with aryl acyl peroxides has been explored. This transformation provides easy access to regioselectively introducing acyloxyl and aryl groups into azoarenes by simply changing the reaction temperature and solvent. This journal is the Partner Organisations 2014.

Palladium-catalyzed cascade oxidation/ sp 2 C-H acylation of azoarenes with aryl methanes

A Pd-catalyzed cascade oxidation/sp2 C-H bond acylation of azoarenes was developed in which readily available aryl methanes were used as the in situ generated acyl sources. This reaction provides a convenient access to ortho-acyl azoarenes under mild conditions.

Copper-catalyzed aerobic oxidative dehydrogenative coupling of anilines leading to aromatic azo compounds using dioxygen as an oxidant

In the air tonight: A novel approach to symmetric and unsymmetric aromatic azo compounds from simple anilines catalyzed by inexpensive CuBr has been disclosed. Air (or dioxygen) was used as an oxidant under mild reaction conditions, with H2O as the byproduct, to make this transformation environmentally benign and very easy to handle.

Preparation of diazenes by electrophile C-coupling reactions of dry arenediazonium o-benzenedisulfonimides with Grignard reagents

The diaryldiazenes (19 examples) and aryl(tertbutyl)diazenes (3 examples) 3 were prepared by electrophilic C-coupling reactions of dry arenediazonium o-benzenedisulfonimides 1 with Grignard reagents. The reactions were carried out in anhyd THF at -78°C un