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

doi:10.1021/jo00865a011

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 journal › Article › peer-review

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 language	English (US)
Pages (from-to)	469-473
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	41
Issue number	3
DOIs	https://doi.org/10.1021/jo00865a011
State	Published - Feb 1 1976
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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title = "Elucidation of the Conformational Equilibria for the cis-8-Oxabicyclo[4.3.0]non-3-ene Series",

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.",

author = "Bennett, {Donna J.} and Craig, {Arnold C.} and Mundy, {Bradford P.} and Dirks, {Gary W.} and Lipkowitz, {Kenneth B.}",

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AU - Bennett, Donna J.

AU - Craig, Arnold C.

AU - Mundy, Bradford P.

AU - Dirks, Gary W.

AU - Lipkowitz, Kenneth B.

PY - 1976/2/1

Y1 - 1976/2/1

N2 - 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.

AB - 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.

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ER -

Elucidation of the Conformational Equilibria for the cis-8-Oxabicyclo[4.3.0]non-3-ene Series

Abstract

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