118973-57-2Relevant academic research and scientific papers
Alkyl migrations in phosphonium compounds with α,β-unsaturated groups
Ovakimyan,Barsegyan,Indzhikyan
, p. 1594 - 1597 (2007/10/03)
Alkaline hydrolysis of tributylstyrylphosphonium bromide along with the usual products yields dibutyl(1-butyl-2-phenylethyl)phosphine oxide and 1-phenyl-1-pentene. The results confirm the previously suggested scheme of the reaction of tributylphosphine with phenylacetylene in the presence of water. The reaction of tributylphosphine with diphenylacetylene in the presence of water and also the alkaline hydrolysis of tributyl(phenylethynyl)phosphonium bromide are not accompanied by α-butyl migration. Phosphobetaine formed from tributylphosphine and isopropenylacetylene by the reaction with water transforms into two isomeric phosphine oxides via protonation of β- and δ-carbon atoms. Stereospecific synthesis of E and Z isomers of (diphenyl)(methyl)(2-phenylvinyl)phosphonium bromide is carried out.
