1114455-07-0

Upstream product

• 3156-07-8 methyl phenyl ketene 

Downstream Products

• 1114455-26-3 2-methyl-3-oxo-2,4-diphenyl-pentanoic acid methyl ester 
• 1114455-30-9 4-methyl-2,4-diphenyl-nonane-3,5-dione 
• 33500-61-7 2,4-diphenylpentan-3-one 
• 1200433-58-4 C₁₉H₂₀O₂ 
• 1200433-57-3 4-methyl-2,4-diphenyl-heptane-3,5-dione 
• 1200433-55-1 2,2,4-trimethyl-4,6-diphenyl-heptane-3,5-dione 
• 1200433-56-2 4,6-dimethyl-2,4-diphenyl-octane-3,5-dione 
• 1200433-59-5 2-methyl-1,2,4-triphenyl-pentane-1,3-dione 
• 1660147-73-8 (Z)-4-methyl-5-oxo-2,4-diphenylnon-2-en-3-yl propionate 
• 1660147-75-0 (Z)-4-methyl-5-oxo-2,4-diphenylnon-2-en-3-yl acetate 
• 1660147-76-1 (Z)-4-methyl-5-oxo-2,4-diphenylnon-2-en-3-yl benzoate 
• 1660147-74-9 (Z)-5-cyclohexyl-4-methyl-5-oxo-2,4-diphenylpent-2-en-3-yl propionate 

Relevant academic research and scientific papers

Phosphine-catalyzed stereoselective dimerizations of ketenes

Full details of optimisation studies of the phosphine-catalyzed ketene homodimerization reaction and the detailed development of an asymmetric variant are discussed. Studies towards the development of a phosphine-catalyzed ketene heterodimerization reaction are revealed. A discussion of possible reaction mechanisms for the dimerization reactions, supported by spectroscopic analysis of intermediates and trapping experiments, is also presented.

Mechanistic studies of the phosphine-catalyzed homodimerization of ketoketenes

The mechanism of PBu3-catalyzed homodimerization of ketoketenes has been explored and compared with that of the previously reported trialkylphosphite-mediated reactions. NMR studies of the PBu3- catalyzed reaction implicated the involvement of tetravalent phosphonium intermediates. Phosphonium intermediates in the catalytic cycle were trapped through reaction with trimethylsilyl chloride and 4-chlorobenzaldehyde, and the resulting products were characterized. A method for the stoichiometric generation of phosphonium enolates was developed as a result of these studies. No evidence was obtained for the involvement of pentacovalent phosphorane intermediates in trialkylphosphine-catalyzed ketoketene homodimerization reactions, in contrast with the mechanism of the trialkylphosphite-mediated homodimerization of dimethylketene. An X-ray crystal structure analysis of methylphenylketene dimer showed that it possesses Z-geometry about the exocyclic olefin.