797-20-6

Upstream product

• 60-29-7 diethyl ether 
• 100-52-7 benzaldehyde 
• 106-50-3 1,4-phenylenediamine 
• 100-51-6 benzyl alcohol 
• 785-81-9 4-nitro-N-(phenylmethylene)benzenamine 
• 100-01-6 4-nitro-aniline 
• 4335-90-4 3-benzylidene acetylacetone 
• 4657-12-9 sodium hydroxy(phenyl)methanesulfonate 

Downstream Products

• 13336-72-6 N,N'-Bis-<α-(O,O-dimethyl-phosphono)-benzyl>-p-phenylendiamin 
• 13336-73-7 diethyl phenyl-N-{4-[N-(phenyl)amino-(diethoxyphosphoryl)methyl]phenyl}aminomethylphosphonate 
• 63760-12-3 N,N'-dibenzyl-N,N'-p-phenylene-bis-acetamide 
• 477960-55-7 1,3-dibenzyl-3-(4-benzylamino-phenyl)-1-{4-[1,3-dibenzyl-3-(4-benzylamino-phenyl)-ureido]-phenyl}-urea 
• 94108-14-2 N-butyl-p-phenylenediamine 
• 10368-06-6 terephthal-bis-butylaniline 

Relevant academic research and scientific papers

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.

Development of titania-supported iridium catalysts with excellent low-temperature activities for the synthesis of benzimidazoles via hydrogen transfer

Titania-supported iridium catalysts which enable the synthesis of benzimidazoles from 2-nitroaniline and primary alcohols under mild conditions have been developed. The iridium catalysts supported on {010}/{101}-faceted anatase (PA-135-3.5) showed the excellent activity in spite of their moderate surface areas, while there is a positive correlation between BET surface area and the activity of iridium catalysts. TEM analysis revealed the formation of small iridium nanoparticles (mean diameter; 1.0 nm) on PA-135-3.5, which would be one reason for the excellent catalytic activity. According to the XPS study, relatively high-valent iridium species would be responsible for the catalysis. Various primary alcohols bearing electron-withdrawing or electron-donating groups were applicable. The removal of the solid catalyst by the hot filtration completely stopped further progress of the reaction, indicating that the catalyst acted heterogeneously. The catalysts could be recycled, and there was no leaching of iridium species into the solution.

Ti?Pd Alloys as Heterogeneous Catalysts for the Hydrogen Autotransfer Reaction and Catalytic Improvement by Hydrogenation Effects

Ti?Pd alloys were investigated as heterogeneous catalysts for hydrogen autotransfer reactions. This is the first reported study of alloys as catalysts for hydrogen-borrowing reactions using alcohols. We improved the catalytic activities of alloys by increasing their specific surface areas via a hydrogenation?powdering process. The reactivities and selectivities of hydrogenated Ti?Pd alloys [Ti?Pd(Hy)] were higher than those of non-hydrogenated alloy catalysts in N-alkylation by hydrogen autotransfer using alcohols. A plausible catalytic cycle is proposed based on control studies and deuterium labelling experiments.

Synthesis of Imines via Reactions of Benzyl Alcohol with Amines Using Half-Sandwich (η6-p-cymene) Ruthenium(II) Complexes Stabilised by 2-aminofluorene Derivatives

A new class of half-sandwich (η6-p-cymene) ruthenium(II) complexes supported by 2-aminofluorene derivatives [Ru(η6-p-cymene)(Cl)(L)] (L?=?2-(((9H-fluoren-2-yl)imino)methyl)phenol (L1), 2-(((9H-fluoren-2-yl)imino)methyl)-3-methoxyphenol (L2), 1-(((9H-fluoren-2-yl)imino)methyl)naphthalene-2-ol (L3) and N-((1H-pyrrol-2-yl)methylene)-9H-fluorene-2-amine (L4)) were synthesized. All compounds were fully characterized by analytical and spectroscopic techniques (IR, UV–Vis, NMR) and also by mass spectrometry. The solid state molecular structures of the complexes [Ru(η6-p-cymene)(Cl)(L2)], [Ru(η6-p-cymene)(Cl)(L3)] and [Ru(η6-p-cymene)(Cl)(L4)] revealed that the 2-aminofluorene and p-cymene moieties coordinate to ruthenium(II) in a three-legged piano-stool geometry. The synthesized complexes were used as catalysts for the dehydrogenative coupling of benzyl alcohol with a range of amines (aliphatic, aromatic and heterocyclic). The reactions were carried out under thermal heating, ultrasound and microwave assistance, using solvent or solvent free conditions, and the catalytic performance was optimized regarding the solvent, the type of base, the catalyst loading and the temperature. Moderately high to very high isolated yields were obtained using [Ru(η6-p-cymene)(Cl)(L4)] at 1?mol%. In general, microwave irradiation produced better yields than the other two techniques irrespective of the nature of the substituents.

Preparation of imines by oxidative coupling of benzyl alcohols with amines catalysed by dicopper complexes

Complexation of 2,7-bis(2-pyridyl)-1,8-naphthyridine (bpnp) with Cu 2O in formic acid under aerobic conditions provided a dicopper complex [Cu2(bpnp)(μ-OH)(HCOO)3] (1). This complex has been characterized by X-ray crystallographic and spectroscopic analysis. With O2 as the oxidant, complex 1 is an efficient catalyst for the oxidative coupling of alcohols with amines or diamines, leading to the corresponding imines or diimines in good to excellent yields. A dicopper complex has been found to be an efficient catalyst for the oxidative coupling of benzyl alcohols with amines or diamines, leading to the corresponding imines or diimines in good to excellent yields without using any organic solvent. Copyright

A mild and catalytic decarboxylation of α-iminoacids by tributyl phosphine

α-Iminoacids, prepared from α-keto acids and primary amines, undergo decarboxylation to the corresponding imines by reaction with a catalytic amount of tributylphosphine. No reaction has been observed with α-keto acids or their phenyl-hydrazone, tosyl-hydrazone or oxime derivatives under the same conditions. However, carboxy-azines react rapidly with tributylphosphine and give the corresponding aldazines quantitatively. The mechanism of this reaction is also discussed.