26434-43-5

Upstream product

• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 1515-81-7 1-methoxy-4-(methoxymethyl)benzene 
• 61732-72-7 meso-1,2-dibromo-1,2-di(4-methoxyphenyl)-2-ethane 
• 124-41-4 sodium methylate 
• 26434-43-5 C₁₈H₂₂O₄ 
• 67-56-1 methanol 

Relevant academic research and scientific papers

1,2-Bis-(trialkylsilyl)ethanes: Synthons for vicinal dications?

Anodic oxidation of 1,2-bis-(trimethylsilyl)-1,2-diphenylethane in methanol affords a 65:35 mixture of 1,2-dimethoxy-1,2-diphenylethane (dl:meso = 10:1 and diphenylacetaldehyde dimethylacetal. The results can be interpreted in terms of a 1,2-diaryl-2-methoxyethyl cation, which can undergo either nucleophilic attack by solvent or rearrangement to a 2,2-diaryl-1-methoxyethyl cation. Experiments testing the generality of the reaction are described.

Visible light mediated homo- and heterocoupling of benzyl alcohols and benzyl amines on polycrystalline cadmium sulfide

The oxidative coupling of sp3 hybridized carbon atoms by photocatalysis is a valuable synthetic method as stoichiometric oxidation reagents can be avoided and dihydrogen is the only byproduct of the reaction. Cadmium sulfide, a readily available semiconductor, was used as a visible light heterogeneous photocatalyst for the oxidative coupling of benzyl alcohols and benzyl amines by irradiation with blue light. Depending on the structure of the starting material, good to excellent yields of homocoupling products were obtained as mixtures of diastereomers. Cross-coupling between benzyl alcohols and benzyl amines gave product mixtures, but was selective for the coupling of tetrahydroisoquinolines to nitromethane. The results demonstrate that CdS is a suitable visible light photocatalyst for oxidative bond formation under anaerobic conditions.

Reductive homocoupling of acetals derived from aromatic aldehydes with aluminium/lead bimetal redox system

Various bimetal redox systems Al/MXn (M=V, Nb, Co, Hg, Ge, Sn, Pb and Bi) were found efficient electron sources to promote the reductive coupling of benzaldehyde dimethylacetal into 1,2-diphenyl-1,2-dimethoxyethane 2a.Among these combinations the bimetal system Al/PbBr2 gives the best results with dimethylacetals derived from aromatic aldehydes leading to the corresponding 1,2-diaryl-1,2-dimethoxyethanes 2.On the other hand the reductive dimerization of acetals derived from aliphatic aldehydes does not take place with the previous bimetal redox systems Al/MXn, meanwhile under the same conditions the mixed acetals (α-methoxycarbamates) 4a,b lead to the corresponding carbamates 5a,b by hydrogenolysis of the carbon-oxygen bond (N-C-OMe).