81277-94-3Relevant academic research and scientific papers
A Kinetic Study of the Reactions of Carbonyl Ylides Formed by the Addition of Fluorenylidene to Ketones
Wong, P. C.,Griller, D.,Scaiano, J. C.
, p. 6631 - 6635 (1982)
Fluorenylidene addds to aliphatic ketones to give carbonyl ylide intermediates.With acetone, for example, laser flash photolysis experiments showed that the rate constant for this reaction was 1 x 107 M-1 s-1 in acetonitrile solvent.The resulting carbonyl ylide had an absorption spectrum with λmax = 640 nm in the absence of quenchers underwent ring closure to the corresponding oxirane.The lifetimes, τy, for the ring closure reaction are described by the equation -log(τy/s) = (13.26 +/- 0.11) - (10.96 +/- 0.12) / θ where θ = 2.3RT kcal mol-1.The spectra of the carbonyl ylides could be quenched with rate constants of circa 107 M-1 s-1 by electron-deficient olefins or oxygen.
