The carbon-13 nuclear magnetic resonance spectra of some 1,3-dioxans. Part II. A demonstration of non-chair conformations
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 1030-1034
- https://doi.org/10.1039/j29710001030
Abstract
The 13C n.m.r. spectra of 36 1,3-dioxans are reported. Substituent effects on the chemical shifts of the ring carbon atoms are derived for a set of compounds known to exist in chair conformations. Using these effects to predict the chemical shifts in compounds that would have 4,6- or 2,4-syn-diaxial interactions in chair conformations results in large discrepancies between observation and prediction. It is concluded that such compounds exist to some extent in non-chair conformations.Keywords
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