A Kinetic Study of the Reactions of Carbonyl Ylides formed by the Addition of Fluorenylidene to Ketones

PC Wong, D Griller, JC Scaiano

Index: Wong, P. C.; Griller, D.; Scaiano, J. C. Journal of the American Chemical Society, 1982 , vol. 104, # 24 p. 6631 - 6635

Full Text: HTML

Citation Number: 66

Abstract

Abstract: Fluorenylidene adds 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 lo7 M-'s-] in acetonitrile solvent. The resulting carbonyl ylide had an absorption spectrum with A,,= 640 nm and in the absence of quenchers underwent ring closure to the corresponding oxirane. The lifetimes, ryr for the ring closure reaction are ...