Study of Chlorine Atom Abstraction Reactions of Phenylchlorocarbene by Laser Flash Photolysis
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Jones, Michelle B.,Jackson, James E.,Soundararajan, N.,Platz, Matthew S.
p. 5597
(2007/10/02)
Anomalous Michaelis-Becker Reaction: 1-Phenylethan-1,2,2-triphosphonic Acid and their Esters
Sodium dialkylphosphite reacts with trichlorovinylbenzene to yield in an one-batch procedure 1-phenyl-1,2,2-ethanetriphosphonic acid hexaalkyl esters.A carbanionic intermediate of an "anomalous Michaelis-Becker reaction" is deduced.Acidolysis of esters leads to the parent triphosphonic acids.NMR parameters of this acid are strongly influenced by protolytic equilibrium. - Key words: One-batch synthesis, Oligophosphonic Acid, NMR Spectra