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13C Kinetic Isotope Effect of the Pudovik Reaction
Authors:Justyna Wiktorowicz
Institution:Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, ?eromskiego 116, 90-924 Lodz, Poland
Abstract:Abstract

13C kinetic isotope effect (KIE) was determined by means of 13C NMR for the carbonyl atom in 2-nitrobenzaldehyde in its reaction with 2H-2-oxo-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane in acetonitrile at 25°C. The observed isotope effect k12/k13 = 1.0238 ± 0.0031 evidences that the formation of the P?C bond in the Pudovik reaction catalyzed by triethylamine is less advanced than the π-bond breakage of the aldehyde carbonyl group.
Keywords:Pudovik reaction  kinetic isotope effects  reaction mechanism  NMR spectroscopy
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