792-68-7

Upstream product

• 101-81-5 Diphenylmethane 
• 38632-84-7 benzyl benzenesulfonate 
• 4301-15-9 ethynyldimagnesium dibromide 
• 100-39-0 benzyl bromide 
• 71-43-2 benzene 
• 100-44-7 benzyl chloride 
• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 
• 109-87-5 Dimethoxymethane 
• 767-90-8 (2-ethylphenyl)methanol 
• 612-14-6 phthalyl alcohol 
• 91-13-4 α,α'-dibromo-o-xylene 
• 62673-31-8 benzyl(bromo)zinc 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 85-52-9 2-Benzoylbenzoic acid 
• 1159-86-0 o-dibenzoylbenzene 
• 792-67-6 1,2-Bis-cyclohexylmethyl-cyclohexan 
• 102159-74-0 1,2,3,4,10-Pentabrom-1,2,3,4-tetrahydro-9-phenylanthracen 
• 102024-99-7 α,α'-diphenylphthalyl bromide 
• 964-46-5 trans-1,2-diphenyl-1,2-dihydrocyclobutabenzene 

Relevant academic research and scientific papers

Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C-O Bond Cleavage

Nickel-catalyzed cross-coupling of methoxyarenes with alkyl Grignard reagents, which involves the cleavage of the C(aryl)-OMe bond, has been developed. The use of 1,3-dicyclohexylimidazol-2-ylidene as a ligand allows the introduction of a variety of alkyl groups, including Me, Me3SiCH2, ArCH2, adamantyl, and cyclopropyl. The method can also be used for the alkylative elaboration of complex molecules bearing a C(aryl)-OMe bond.

Benzylation of benzene by benzyl chloride over silica-supported iron sulfate catalysts

The silica-supported Fe-containing catalysts prepared using FeSO 4 as a precursor exhibit high activity toward the reaction of benzene with benzyl chloride.

TRANSITION METAL CATALYSTS FOR C-O HYDROGENOLYSIS AND HYDRODEOXYGENATION

Phosphoranimide-metal catalysts and their role in C—O bond hydrogenolysis and hydrodeoxygenation (HDO) are disclosed. The catalysts comprise of first row transition metals such as nickel, cobalt and iron. The catalysts have a metal to anionic phosphoranimide ratio of 1:1 and catalyze C—O bond hydrogenolyses of a range of oxygen-containing organic compounds under lower temperature and pressure conditions than those commonly used in industrial hydrodeoxygenation.

Palladium catalyzed ligand-free Suzuki cross-coupling reactions of benzylic halides with aryl boronic acids under mild conditions

A highly efficient Suzuki cross-coupling reaction between benzylic halides and aryl boronic acids using palladium chloride as catalyst in acetone:water (3:1) has been developed. High yields of products, mild reaction conditions and short reaction times in the absence of ligand are important features of this method. A highly efficient Suzuki cross-coupling reaction between benzylic halides and aryl boronic acids using palladium chloride as catalyst in acetone:water (3:1) as the solvent system has been developed. High yields of products, mild reaction conditions and short reaction times in the absence of ligand are important features of this method.

Friedel-crafts benzylation of arenes over mixed oxides

The replacement of liquid acid catalyst by solid acids for the Friedel-Crafts reaction of aromatic alkylation is a challenging task. Mixed oxide possessing spinel structures were found to catalyze the Friedel-Craft benzylation of arenes. It was found that the reaction was very fast at 80 °C, hence the reaction was studied with respect to more substrate. The significant point was even at this temperature monobenzylation, with the para isomer predominating, was achieved. Mixed oxides were prepared by co-precipitation method and were characterized by XRD technique.

Method for producing diarylmethane and its derivatives

The method for producing diarylmethane and its derivatives by condensation of an aromatic hydrocarbon and a methylenating agent is proposed, in which the aromatic hydrocarbon having at least one hydrogen atom that is directly connected to its benzene ring and a methylenating agent such as formalin are reacted in a specific temperature range in the presence of a heteropoly-acid of the condensation product of at least one oxide selected from the group of Mo, W, Nb and V with an oxyacid of P, Si, As or Ge.

Electro-organic reactions. Part 54: Quinodimethane chemistry; Part 2 - Electrogeneration and reactivity of o-quinodimethanes

The electrochemical generation and characterisation of a variety of o-quinodimethanes (o-QDMs) are described together with the outcome of preparative experiments in which they are key intermediates. The quinodimethanes are conveniently formed, in DMF, by both direct and redox-catalysed electroreduction of 1,2-bis(halomethyl)arenes. Their predominant reaction is polymerisation to poly(o-xylylene) (o-PX) polymers. In the presence of dienophiles the electrogenerated o-QDMs may undergo efficient cycloaddition reaction and distinctions between the possible mechanisms have been attempted on the basis of voltammetric, preparative and stereochemical experiments. Contrary to the precedent of the corresponding methyl ester, diphenyl maleate radical-anion isomerises only slowly to the fumarate radical-anion, yet co-electrolysis of 2,3-bis(bromomethyl)-1,4-dimethoxybenzene and diphenyl maleate or diphenyl fumarate gives exclusively the corresponding trans-adduct. Co-electrolysis of dimethyl maleate with either 1,2-bis(bromomethyl)benzene (more easily reduced) or 2,3-bis(bromomethyl)-1,4-dimethoxybenzene (less easily reduced) gave only o-PX polymer. The results are rationalised in terms of a double nucleophilic substitution mechanism where electron transfer between dienophile radical-anion and dihalide is relatively slow. Where electron transfer from maleate or fumarate radical-anions is likely to be fast o-quinodimethanes are formed by redox-catalysis and they polymerise rather than undergo Diels-Alder reaction. Dimerisation of the dienophile radical-anions, with k2 = 104 to 105 M-1 s-1, does not apparently compete with nucleophilic substitution or, where relevant, electron transfer.

Friedel-Crafts catalysis using supported reagents. Synthesis, characterization, and catalytic application of sol-gel-derived silica

Novel mesoporous silicas have been prepared via a sol-gel route involving fluoride-catalyzed hydrolysis of tetraethylorthosilicate (TEOS). Incorporation of zinc chloride by sol-gel synthesis gives a range of mesoporous materials with significantly higher catalytic activity than the commercially available catalyst, Clayzic, in a model Friedel-Crafts alkylation reaction. The dependence of catalytic activity and physical structure on the amounts of solvent, water, zinc chloride, and potassium fluoride used in the preparation are explored, and the materials have been further characterized by nitrogen adsorption to determine surface areas, total pore volumes, and pore-size distributions and by 29Si and 19F MAS NMR spectroscopy. The most active catalysts generally have the highest total pore volumes, with pore-size distributions larger than 8 nm.

Friedel-Crafts Arylmethylation of Aromatics with Bis(chloromethyl)benzenes Catalysed by Zinc Chloride Supported on Silica Gel

In the Friedel Crafts arylmethylation of aromatics with bis(chloromethyl)benzenes using strong Lewis acids (e.g. AlCl3, FeCl3), many side reactions such as transalkylation, dealkylation and polymerization are generally difficult to avoid; however, a similar reaction using silica gel-supported zinc chloride selectively gives a monoarylmethylated compound in high yield.

Solid Superacid-Catalyzed Organic Synthesis. 4. Perfluorinated Resinsulfonic Acid (Nafion-H) Catalyzed Friedel-Crafts Benzylation of Benzene and Substituted Benzenes

Nafion-H, a perfluorinated resinsulfonic acid, catalyzes Friedel-Crafts benzylation of benzene and substituted benzenes with benzyl alcohols under relatively mild experimental conditions.Reactions are clean, and water formed as a byproduct does not deactivate the catalyst.It was also found that this method is applicable to the intramolecular cycloalkylation and oligomerization of methoxybenzyl alcohols.