70298-76-9

Upstream product

• 117-34-0 2,2-diphenylacetic acid 
• 99-09-2 3-nitro-aniline 
• 349644-59-3 C₂₁H₁₆N₂O 
• 1871-76-7 diphenylacetic acid chloride 
• 152278-31-4 N-(2,2-diphenylvinylidene)-3-nitroaniline 

Downstream Products

• 152278-31-4 N-(2,2-diphenylvinylidene)-3-nitroaniline 
• 119-61-9 benzophenone 
• 4695-13-0 2,2-diphenylacetamide 
• 117-34-0 2,2-diphenylacetic acid 
• 86-29-3 Diphenylacetonitrile 
• 5267-35-6 N-(diphenylmethyl)acetamide 
• 22800-71-1 N-(diphenylmethylene)acetamide 
• 1375263-32-3 1-acetyl-3,3-diphenylaziridin-2-one 
• 99-09-2 3-nitro-aniline 
• 198337-87-0 C₂₀H₁₆FNO 
• 70481-06-0 N-<4-Brom-phenyl>-diphenylacetamid 
• 24765-98-8 4-chlorophenyldiphenylacetamide 
• 152309-20-1 N-(4-Cyano-phenyl)-2,2-diphenyl-acetamide 

Relevant academic research and scientific papers

Electrochemical oxidation of amides of type Ph2CHCONHAr

Anodic oxidation of N-aryl-2,2-diphenylacetamides in acetonitrile undergoes three types of bond-cleavage, one between the benzylic carbon and the carbonyl group, the second between a carbonyl and 'N', and the third between the 'N' atom and aryl group. The selectivity of the cleavage and nature of emerged products is highly dependent on the nature of substituent attached to the aryl group. For example, electron-withdrawing groups direct the benzyl-carbonyl bond-breaking whereas electron-donating substituents favor the N-aryl bond cleavage. The type of products obtained involve benzophenone, 2,2-diphenylacetamide, N-(diphenylmethylene)acetamide, N-(diphenylmethyl)acetamide, α-lactam (1-acetyl-3,3-diphenylaziridin-2-one, as a 1:1 complex with 2,4-dinitroaniline) and aniline derivatives.

Electronic, steric and acid-base effects on the anodic oxidation of aryl-substituted ketene imines

Aryl-substituted ketene imines (1a-1i) have been studied both in dichloromethane and acetonitrile by cyclic voltammetry. In addition to the multi-annulated heterocycles products of type 2-4 previously obtained by ketene imines 1a-1d, the anodic oxidation of ketene imines containing electron-withdrawing substituents and electron-donating substituents at the ortho position, affords also monocyclic dimers of type 5 (from 1e-1f) and of type 6 (from 1h-1i). The results are discussed in terms of both electronic and steric effects.