21945-70-0

Upstream product

• 13028-93-8 4-CH₃-C₆H₄Na 
• 106-43-4 para-chlorotoluene 
• 529-20-4 2-methylphenyl aldehyde 
• 16419-60-6 2-Methylphenylboronic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 5084-80-0 tri(4-tolyl)boroxine 
• 615-37-2 ortho-methylphenyl iodide 
• 15106-88-4 di(p-tolyl)zinc 
• 7294-50-0 tri-o-tolylboroxine 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 853930-28-6 1,2-di-o-tolyl-1,2-di-p-tolyl-ethane-1,2-diol 
• 1140-16-5 (2-methylphenyl)(4-methylphenyl)methanone 

Downstream Products

• 1140-16-5 (2-methylphenyl)(4-methylphenyl)methanone 
• 21945-92-6 <2.4'-Dimethyl-benzhydryl>-<2-dimethylamino-aethyl>-aether 
• 101352-95-8 2,4'-Dimethyl-benzhydrylchlorid 
• 856806-17-2 (+/-)-phthalic acid mono-(2,4'-dimethyl-benzhydryl ester) 

Relevant academic research and scientific papers

Nickel Catalyzed Intermolecular Carbonyl Addition of Aryl Halide

In this study, we develop a nickel-catalyzed carbonyl arylation reaction employing aldehydes with aryl and allyl halides. Various aryl, α,β-unsaturated aldehyde and aliphatic aldehydes can be converted into their corresponding secondary alcohols in moderate-to-high yields. In addition, we extended this approach to develop an asymmetric reductive coupling reaction that combines nickel salts with chiral bisoxazoline ligands to give secondary alcohols with moderate enantioselectivity.

CuCl/bipyridine-catalyzed addition reactions of arylboroxines with aldehydes, α,β-unsaturated ketones, and N-tosyl aldimines

CuCl/bipyridine-catalyzed addition reactions of arylboroxines with aldehydes and α,β-unsaturated ketones at elevated temperatures were described. By using the microwave energy, CuCl/bipyridine-catalyzed addition reactions of arylboroxines with aldimines were also realized.

A nontransmetalation reaction pathway for anionic four-electron donor-based palladacycle-catalyzed addition reactions of arylborons with aldehydes

A nontransmetalation reaction pathway for anionic four-electron donor-based (Type I) palladacycle-catalyzed addition reactions of arylborons with aldehydes is described. This new reaction pathway offers new catalysis opportunities for Type I palladacycle-catalyzed addition reactions such as the exceptionally low catalyst loading catalysis, with the catalyst loading as low as 0.0005 mol %. This new pathway may be applicable for other transition metal-catalyzed addition reactions and might lead to the development of new reactions including sequential/tandem reactions.

Rh(I)/diene-catalyzed addition reactions of aryl/alkenylboronic acids with aldehydes

[Rh(COD)Cl]2-catalyzed addition reactions of arylboronic acids with aldehydes, with low Rh(I) catalyst loading, are described. We also found that the reaction of arylboronic acids with α,β-unsaturated aldehydes greatly depends on the solvent and the steric hindrance of the reagents/substrates.

Direct observation of aldehyde insertion into rhodium-aryl and -alkoxide complexes

Several organorhodium(I) complexes of the general formula (PPh3)2(CO)RhR (R = p-tolyl, o-tolyl, Me) were isolated and were shown to insert aryl aldehydes into the aryl-rhodium(I) bond. Under nonaqueous conditions, these reactions provided ketones in good yield. The stability of the arylrhodium(I) complexes allowed these reactions to be run also in mixtures of THF and water. In this solvent system, diarylmethanols were generated exclusively. Mechanistic studies support the formation of ketone and diarylmethanol by insertion of aldehyde into the rhodium-aryl bond and subsequent β-hydride elimination or hydrolysis to form diaryl ketone or diarylmethanol products. Kinetic isotope effects and the formation of diarylmethanols in THF/water mixtures are inconsistent with oxidative addition of the acyl carbon-hydrogen bond and reductive elimination to form ketone. Moreover, the intermediate rhodium diarylmethoxide formed from insertion of aldehyde was observed directly during the reaction. Its structure was confirmed by independent synthesis. This complex undergoes β-hydrogen elimination to form a ketone. This alkoxide also reacts with a second aldehyde to form esters by insertion and subsequent β-hydrogen elimination. Thus, reactions of arylrhodium complexes with an excess of aldehyde formed esters by a double insertion and β-hydrogen elimination sequence.

Process for producing benzhydrols

There is disclosed a process for producing benzhydrls by reacting an arylmetal compound with an aromatic aldehyde. According to this process, benzhydrols useful as raw materials for medicines and photopolymerization initiators can be produced in a high yield and industrially advantageously.