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 W. Dirks, Kenneth B. Lipkowitz

Research output: Contribution to journalArticle

11 Scopus citations

Abstract

A method for quantitatively determining the solution equilibrium for conformers 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
DOIs
StatePublished - Feb 1 1976
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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