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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 20, Number 2
BKCSDE 20(2)
February 20, 1999

Title	Conformational Equilibrium Isotope Effects on Selectively Deuterated Cyclooctanone
Author	Miewon Jung
Keywords
Abstract	Conformational equilibrium isotope effects (CEIEs) are found in selectively deuterated cyclooctanone isotopomers (cyclooctanone-2-D, cyclooctanone-2,2-D2, cyclooctanone-2,8-D2, cyclooctanone-2,2,7,7-D4, and cyclooctanone-2,2,8-D3) by observing equilibrium NMR isotope shifts in 13C spectra. The temperature dependence of the isotope shifts are included for the complete analysis of cyclooctanone conformation. Equilibrium constants and the changes in the free energies, enthalpies, and entropies are also reported for these cyclooctanone isotopomers. Molecular mechanics (MM2) calculations of steric interactions and molecular geometry strongly support the steric and hyperconjugative origin of the observed isotope shift results.
Page	151 - 158
Full Text	PDF

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