Kinetic protium‐deuterium isotope effect in an intramolecular 1–5 shift of hydrogen
- 1 January 1965
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 84 (10) , 1305-1314
- https://doi.org/10.1002/recl.19650841012
Abstract
The thermal isomerization of 5,8‐dideuterocycloocta‐1,3,6‐triene to the 1,3,5‐isomer has been studied. From the rate, as compared with that of the unlabelled compound, and from the distribution of the label in the rearranged material, values were obtained for the primary and secondary kinetic isotope effects. The large value of 5.0 at 120° for the former tallies with a nearly symmetrical transition state.Keywords
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