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Upstream product

• 62-53-3 aniline 
• 557-35-7 2-bromooctane 
• 111-13-7 hexyl-methyl-ketone 
• 4128-31-8 rac-octan-2-ol 
• 61285-50-5 N-(1-methylheptylidene)benzeneamine 
• 874979-47-2 N-(1-methylheptanyl)-N-phenyl-2-(1,3-dioxan-2-yl)ethylsulfonamide 
• 629-05-0 n-octyne 
• 44855-57-4 rac-2-aminooctane 
• 111-66-0 oct-1-ene 
• 108-86-1 bromobenzene 
• 98-95-3 nitrobenzene 
• 591-50-4 iodobenzene 

Downstream Products

• 111-67-1 2-octene 
• 111-66-0 oct-1-ene 
• 41346-19-4 4-(octan-2-yl)aniline 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Sulfur promoted Pt/SiO2 catalyzed cross-coupling of anilines and amines

Pt/SiO2 (Pt = 5 wt%) catalysts with average Pt particle size of 3.3 and 6.8 nm and sulfur-loaded Pt/SiO2 (S/Pt ratio = 0.1 and 0.13; Pt size = 5.2 and 5.5 nm), prepared by adding ammonium sulfate on Pt/SiO 2 followed by H2-reduction at 500 °C, are tested for mono-N-alkylation of aniline with di-iso-propylamine. The turnover frequency (TOF), defined as the reaction rate per number of surface Pt species, increases with sulfur loading. The catalyst with S/Pt ratio of 0.13 shows more than 5 times higher TOF than unmodified catalysts, and it acts as effective and recyclable catalyst for cross-coupling of various anilines and amines. Combined with kinetic results and characterizations, XAFS (X-ray absorption fine structure), TEM, and CO adsorption IR, a possible reason for the promotion effect of sulfur species (probably sulfidic species) is discussed.

Synthesis of NHC-Iridium(III) Complexes Based on N-Iminoimidazolium Ylides and Their Use for the Amine Alkylation by Borrowing Hydrogen Catalysis

Anionic NHC ligands recently developed in our group, derived from N-iminoimidazolium ylides, were used to synthesize NHC-iridium(III) complexes. Their catalytic activities were evaluated in the amine alkylation of anilines using borrowing hydrogen catalysis. The high-yielding synthesis of a small library of complexes allowed a rapid screening of the ideal steric bulk of the NHC unit and basicity of the anionic tether for the investigated model reaction. A bulky aromatic N group on the imidazolidene moiety is required to achieve high catalytic activity, and the latter is proportional to the basicity of the anionic group. A selected substrate scope of the reaction was performed, providing fair to excellent yields of the desired alkylated anilines.

Atomic Pt-Catalyzed Heterogeneous Anti-Markovnikov C-N Formation: Pt10Activating N-H for Pt1δ+-Activated C-C Attack

C-N formation is of great significance to synthetic chemistry, as N-containing products are widely used in chemistry, medicine, and biology. Addition of an amine to an unsaturated carbon-carbon bond is a simple yet effective route to produce new C-N bonds. But how to effectively conduct an anti-Markovnikov addition with high selectivity has been a great challenge. Here, we proposed a strategy for highly regioselective C-N addition via hydroamination by using supported Pt. It has been identified that atomic-scale Pt is the active site for C-N addition with Pt12+ for Markovnikov C-N formation and atomic Pt (Pt1δ+ and Pt10) contributing to anti-Markovnikov C-N formation. A selectivity of up to 92% to the anti-Markovnikov product has been achieved with atomic Pt in the addition of styrene and pyrrolidine. A cooperating catalysis for the anti-Markovnikov C-N formation between Pt1δ+ and Pt10 has been revealed. The reaction mechanism has been studied by EPR spectra and in situ FT-IR spectra of adsorption/desorption of styrene and/or pyrrolidine. It has been demonstrated that Pt10 activates amine to be electrophilic, while Pt1δ+ activates C-C by π-bonding to make β-C nucleophilic. The attack of nucleophilic β-C to electrophilic amine affords the anti-Markovnikov addition. This strategy proves highly effective to a variety of substrates in anti-Markovnikov C-N formation, including aromatic/aliphatic amines reacting with aromatic olefins, aromatic/aliphatic olefins with aromatic amines, and linear aliphatic olefins with secondary aliphatic amines. It is believed that the results provide evidence for the function of varied chemical states in monatomic catalysis.

A silica-supported titanium catalyst for heterogeneous hydroamination and multicomponent coupling reactions

Highly dehydrated silica gel, SiO2700, gave a material with a total surface hydroxyl density of 0.31 ± 0.05 mmol g-1, 0.9 ± 0.1 Si-OH sites per nm2. Treatment of this material with Ti(NMe2)4/sub

Ultrafine hybrid Cu2O-Fe2O3 nanoparticles stabilized by hexaphenylbenzene-based supramolecular assemblies: A photocatalytic system for the Ullmann-Goldberg coupling reaction

Ultrafine hybrid Cu2O-Fe2O3 NPs have been prepared using the supramolecular assemblies of hexaphenylbenzene (HPB) derivative 3 as nanoreactors and stabilizers. The as-prepared hybrid Cu2O-Fe2O3 NPs serve as an efficient and recyclable photocatalytic system for carrying out C-N coupling between aryl halides and various amines (aliphatic, aromatic and N-heterocyclic) at room temperature in mixed aqueous media under visible light irradiation. Amazingly, Cu2O-Fe2O3 NPs also exhibited high efficiency in the reactions involving the synthesis of biologically important N-substituted carbazole derivatives. The work being presented in this article demonstrates the preparation of a 'dip strip' coated with the as-prepared catalytic system and utilization of this paper strip as a recyclable and portable heterocatalytic system for carrying out the Ullmann-Goldberg coupling.

Fullerenes for catalysis: Metallofullerenes in hydrogen transfer reactions

[60]Fullerene hybrids have successfully been used as catalysts in hydrogen transfer reactions, namely ketone reduction and N-alkylation with alcohols. Due to their poor solubility in polar solvents, these hybrids behave as homogeneous/heterogeneous catalysts that can be mechanically separated and reused several times while the final products do not need chromatographic separation.

Catalyst@Metal Hybrids in a One-Pot Multistep Opposing Oxidation and Reduction Reaction Sequence

We report the feasibility of the catalysis of contrasting reactions, oxidation and reduction, in a multistep process that also involves a condensation reaction all performed with hybrids of catalytic organometallic complexes entrapped within metals ([complex]@metal). Two routes were explored for the multistep process. The first route used a combination of an oxidizing Ir complex entrapped in Ag ([Ir]@Ag) and a reducing Rh complex entrapped in Ag ([Rh]@Ag). The second route used a single composite material, namely, [Ir]@Pd, in which [Ir] acted as the oxidizing catalyst, and Pd was the reducing catalyst. Both routes were efficient for the heterogeneous catalytic oxidation and reduction reaction sequence. Towards the goal of a one-pot multistep oxidation and reduction process, a detailed study of the catalytic alcohol oxidation properties of the heterogeneous [Ir]@Ag and [Ir]@Pd was performed. As the arsenal of available hydrogenation catalysts exceeds by far that of oxidations, this part of the study is, we believe, of general interest in itself, as a new alternative to heterogeneous oxidative catalysis.

Ruthenium-Catalyzed Amination of Secondary Alcohols Using Borrowing Hydrogen Methodology

A new ruthenium complex catalyzes the amination of primary and secondary alcohols and the regioselective mono- and sequential diamination of diols via the borrowing hydrogen pathway. Several variations on new intra- and intermolecular cyclizations of aminoalcohols, diols, and diamines lead to heterocyclic ring systems.

Commercial Supported Gold Nanoparticles Catalyzed Alkyne Hydroamination and Indole Synthesis

Commercial gold nanoparticles supported on titanium dioxide (TiO2) were found to be a highly efficient catalyst for alkyne hydroamination. Terminal alkynes could easily undergo intermolecular hydroamination with low catalyst loadings (0.2 mol% Au) under solvent-free conditions. Indoles were efficiently synthesized using microwave heating through intramolecular hydroamination. (Figure presented.).

Iron-catalyzed amination of alcohols assisted by Lewis acid

An efficient Lewis acid-assisted, iron-catalyzed amination of alcohols using borrowing hydrogen methodology was developed. In particular, silver fluoride was identified to be a highly effective additive to overcome the low efficiency in the amination of secondary alcohols catalyzed by Kn?lker's complex.