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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

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✦ 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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