Elucidation of the conformational equilibria for the cis-8-oxabicyclo[4.3.0]non-3-ene series

Donna J. Bennett, Arnold C. Craig, Bradford P. Mundy, Gary Dirks, Kenneth B. Lipkowitz

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Abstract

A method for quantitatively determining the solution equilibrium for conformera in a conformationally mobile system by computer analysis of LIS spectra is developed. The relative population of the two major conformations of cis-8-oxabicyclo[4.3.0]non-3-ene and cis-2,5-dimethyl-cis-8-oxabicyclo[4.3.0]non-3-ene have been determined. A second, independent conformational analysis of these molecules supports the use of this method. Some limitations of shift reagents, as applied to conformational analysis, are examined.

Original languageEnglish (US)
Pages (from-to)469-473
Number of pages5
JournalJournal of Organic Chemistry
Volume41
Issue number3
StatePublished - 1976
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Bennett, D. J., Craig, A. C., Mundy, B. P., Dirks, G., & Lipkowitz, K. B. (1976). Elucidation of the conformational equilibria for the cis-8-oxabicyclo[4.3.0]non-3-ene series. Journal of Organic Chemistry, 41(3), 469-473.

Elucidation of the conformational equilibria for the cis-8-oxabicyclo[4.3.0]non-3-ene series. / Bennett, Donna J.; Craig, Arnold C.; Mundy, Bradford P.; Dirks, Gary; Lipkowitz, Kenneth B.

In: Journal of Organic Chemistry, Vol. 41, No. 3, 1976, p. 469-473.

Research output: Contribution to journalArticle

Bennett, DJ, Craig, AC, Mundy, BP, Dirks, G & Lipkowitz, KB 1976, 'Elucidation of the conformational equilibria for the cis-8-oxabicyclo[4.3.0]non-3-ene series', Journal of Organic Chemistry, vol. 41, no. 3, pp. 469-473.
Bennett, Donna J. ; Craig, Arnold C. ; Mundy, Bradford P. ; Dirks, Gary ; Lipkowitz, Kenneth B. / Elucidation of the conformational equilibria for the cis-8-oxabicyclo[4.3.0]non-3-ene series. In: Journal of Organic Chemistry. 1976 ; Vol. 41, No. 3. pp. 469-473.
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