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Oxygen‐17 and Carbon‐13 Nuclear Magnetic Resonance. Chemical shifts of unsaturated carbonyl compounds and acyl derivatives
Author(s) -
Delseth Claude,
Nguyên Thi Thanhtâm,
Kintzinger JeanPierre
Publication year - 1980
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19800630222
Subject(s) - chemistry , oxygen , chemical shift , carbon fibers , oxygen 17 , nuclear magnetic resonance , organic chemistry , photochemistry , materials science , physics , composite number , composite material
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.