3096-95-5

Upstream product

• 100-52-7 benzaldehyde 
• 87-62-7 2,6-dimethylaniline 
• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 1078-58-6 diphenylzinc 
• 18109-39-2 N-(2,6-diimethylphenyl)benzamide 
• 100-46-9 benzylamine 
• 71-43-2 benzene 
• 59387-01-8 N-(2,6-dimethylphenyl)benzenecarboximidoyl chloride 
• 6425-08-7 4,4'-(phenylmethylene)bismorpholine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 42871-81-8 3-(2,6-dimethyl-phenyl)-6-ethylsulfanyl-2-phenyl-2,3-dihydro-[1,3,5]thiadiazine-4-thione 
• 85975-72-0 3-(2,6-Dimethylphenyl)-N-(phenoxycarbonyl)-4-phenyl-1,3-thiazetidin-2-imin 
• 141262-94-4 diethyl (((2,6-dimethylphenyl)amino)(phenyl)methyl)phosphonate 
• 63883-96-5 N-(2',6'-dimethylphenyl)-1-isoindolinone 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 157894-19-4 1,2-diphenyl-2-(2,6-xylylimino)ethanol 
• 138877-80-2 1-(2,6-Dimethylphenyl)-5-hydroxy-5-phenyl-3-isopropyl-4-(isopropylimino)-2-thioxo-1,3-diazolidine 
• 75562-84-4 3,3-Dichloro-1-(2,6-dimethyl-phenyl)-4-phenyl-azetidin-2-one 
• 16819-50-4 N-(2,6-dimethylphenyl)benzylamine 
• 85975-67-3 N-(Ethoxycarbonyl)-3-(2,6-dimethylphenyl)-4-phenyl-1,3-thiazetidin-2-imin 
• 100-52-7 benzaldehyde 
• 85975-77-5 3-(2,6-Dimethylphenyl)-4-phenyl-N-<(propylthio)carbonyl>-1,3-thiazetidin-2-imin 
• 138877-87-9 4-(tert-Butylimino)-1-(2,6-dimethylphenyl)-5-hydroxy-2-(methylthio)-5-phenyl-2-imidazoline hydrochloride 
• 138877-77-7 1-tert-Butyl-5-tert-butylamino-3-(2,6-dimethyl-phenyl)-2-methylsulfanyl-4-phenyl-3H-imidazol-1-ium; chloride 

Relevant academic research and scientific papers

Unprecedented Copper(II) Complex with a Topoquinone-like Moiety as a Structural and Functional Mimic for Copper Amine Oxidase: Role of Copper(II) in the Genesis and Amine Oxidase Activity

Copper amine oxidase (CAO), consisting of the topoquinone (TPQ) cofactor, catalyzes the oxidation of primary amines to aldehyde. We have successfully addressed this issue through isolation of a copper complex which mimics the active-site structure as well as the function of CAO. This inimitable complex, consisting of two TPQ-like side-arms, formed by ambient aerial oxidation of a precursor Schiff base complex, is the most efficient homogeneous catalyst for quantitative oxidation of primary benzylic amines to corresponding secondary imines under ambient conditions within 30 min. The longstanding contention of actual involvement of Cu(II) in the catalysis is resolved through quenching experiments of Cu(II) superoxo species and detailed density functional theory studies.

Transition Metal-Free Oxidative Coupling of Primary Amines in Polyethylene Glycol at Room Temperature: Synthesis of Imines, Azobenzenes, Benzothiazoles, and Disulfides

A transition metal-free protocol has been developed for the oxidative coupling of primary amines to imines and azobenzenes, thiols to disulfides, and 2-aminothiophenols to benzothiazoles, offering excellent yields. The advantageous features of the present environmentally benign methodology include the usage of biocompatible and green reaction conditions such as, solvent, room temperature reactions and transition metal-free approach. Moreover, it offers a broader substrate scope.

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.

Lanthanides Mediated Oxidative Cross Coupling of Benzylalcohol and Various Amines to Form Corresponding Imines

Herein, a new and efficient approach towards the oxidative cross-coupling of benzylalcohol and various aromatic amines to form corresponding imines with high degree conversion (>80 %) and chemo-selectivity using lanthanide salts as pre-catalysts is presented. The catalyzed oxidative cross-coupling reaction using La(NO3)3·6H2O as pre-catalyst displayed a broad substrate scope. The reaction afforded various substituted imines from the reaction of benzylalcohol with ample variety of amines in good yields.

An investigation of the effects of CeO2 crystal planes on the aerobic oxidative synthesis of imines from alcohols and amines

We herein report the effects of CeO2 crystal planes on the oxidative coupling of alcohols and amines to form imines. CeO2 exhibits significant catalytic activity under mild reaction conditions (60 °C) during the synthesis of 13 different imines, giving >89% conversions and >90% selectivities. The crystal planes of CeO2 greatly affect the catalytic performance. Among the crystal planes investigated (the (110), (100) and (111) planes), the (110) plane shows the strongest redox ability and thus the best catalytic activity, generating a 97% yield of the imine at 60 °C in 2 h, because it contains the highest concentration of oxygen vacancies.

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

Reduction of carboxylic acid derivatives using diphenylsilane in the presence of a Rh-PPh3 complex

Reductions of carboxylic acid derivatives by silanes in the presence of rhodium complexes were studied. Carboxylic esters were reduced to alcohols by diphenylsilane catalyzed by [RhCl(cod)]2/4PPh3 or [RhCl(PPh3)3] at room temperature in up to 99% yields. For example, ethyl decanoate and ethyl phenylacetate were converted to decanol and 2-phenylethanol in 98 and 92% yields, respectively. Carboxylic acids were also reduced by this reducing system to the corresponding alcohols in high yields. Furthermore, N-monosubstituted amides were reduced to secondary amines in moderate to good yields. For sterically hindered amides, the yields were moderate, and imines were produced in competitive yields.

Hydrosilylation of (hetero)aromatic aldimines in the presence of a Pd(I) complex

The reaction of triethylsilane with heterocyclic and aromatic azomethines, catalyzed by the [Pd(allyl)Cl]2 complex, was studied. It was found that the reaction is affected by the nature of the functional groups in the aza and methine parts of the aldimine molecules, which were produced by the condensation of furan, thiophene, and benzene aldehydes with aniline and its derivatives. The reactivity of a series of imines is compared with their electronic and structural characteristics, determined by quantum-chemical methods. The corresponding furan, thiophene, and aromatic amines and also certain silylamines were synthesized.

Gallium metal mediated allylation of carbonyl compounds and imines under solvent-free conditions

Gallium metal is effective in mediating the allylation of various carbonyl compounds and imines under solvent-free conditions, with the application of sonic energy, affording the corresponding homoallylic alcohols and amines. The imines themselves were al

Ytterbium triflate-catalyzed reactions of imines with a chiral non- racemic silyloxypyrrole

In the presence of a catalytic amount of ytterbium triflate the reactions of various aromatic imines with a chiral non-racemic silyloxypyrrole proceeded smoothly to afford the corresponding aldol-type adducts in good yields and diastereoselectivities. (C)