Oxygen-17 and Carbon-13 Nuclear Magnetic Resonance. Chemical shifts of unsaturated carbonyl compounds and acyl derivatives
✍ Scribed by Claude Delseth; Thi Thanh-tâm Nguyên; Jean-Pierre Kintzinger
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- German
- Weight
- 324 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The ^17^O and ^13^C chemical shifts (δ) of 14 α,β‐unsaturated aldehydes and ketones and 33 acyl derivatives RXC = O (X = Cl, OH, OMe, OEt, NH~2~ and R = H or alkyl) have been measured. In the unsaturated carbonyl series, a correlation exists between δ ^17^O and the π electron density at the β‐carbon atom. From this correlation, an δ ^17^O of 530 ppm was extrapolated for the loss of one electron at the oxygen atom. In the acyl series, the δr ^17^O were also sensitive to changes in the polarity of the carbon‐oxygen bond. A partial correlation between ^17^O‐NMR. chemical shifts and the nuclear quadrupole coupling constants exists for aldehydes, ketones, esters and amides but not for acyl chlorides.
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