Kinetic protium-deuterium isotope effect in an intramolecular 1-5 shift of hydrogen

H. Kloosterziel; A.P. Borg, ter

doi:10.1002/recl.19650841012

Kinetic protium-deuterium isotope effect in an intramolecular 1-5 shift of hydrogen

H. Kloosterziel
, A.P. Borg, ter

Chemical Engineering and Chemistry

Research output: Contribution to journal › Article › Academic › peer-review

24 Citations (Scopus)

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.

Original language	English
Pages (from-to)	1305-1314
Journal	Recueil des Travaux Chimiques des Pays-Bas
Volume	84
Issue number	10
DOIs	https://doi.org/10.1002/recl.19650841012
Publication status	Published - 1965

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title = "Kinetic protium-deuterium isotope effect in an intramolecular 1-5 shift of hydrogen",

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.",

author = "H. Kloosterziel and \{Borg, ter\}, A.P.",

year = "1965",

doi = "10.1002/recl.19650841012",

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T1 - Kinetic protium-deuterium isotope effect in an intramolecular 1-5 shift of hydrogen

AU - Kloosterziel, H.

AU - Borg, ter, A.P.

PY - 1965

Y1 - 1965

N2 - 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.

AB - 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.

U2 - 10.1002/recl.19650841012

DO - 10.1002/recl.19650841012

M3 - Article

SN - 0165-0513

VL - 84

SP - 1305

EP - 1314

JO - Recueil des Travaux Chimiques des Pays-Bas

JF - Recueil des Travaux Chimiques des Pays-Bas

IS - 10

ER -

Kinetic protium-deuterium isotope effect in an intramolecular 1-5 shift of hydrogen

Abstract

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