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1H-NMR.-spektroskopische Analyse von prochiralen Allencarbonsäureestern mit optisch aktiven Europium-Verschiebungsreagenzien

✍ Scribed by Robert W. Lang; Hans-Jügen Hansen


Publisher
John Wiley and Sons
Year
1979
Tongue
German
Weight
429 KB
Volume
62
Category
Article
ISSN
0018-019X

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✦ Synopsis


^1^H‐NMR. Spectroscopic Analysis of Prochiral Allenic Esters Using Optically Active Europium Shift Reagents

The prochiral allenic methyl esters 1–4 (cf. Scheme) show in the presence of 1 mol‐equiv. tris[3‐(heptafluorobutyryl)‐(+)‐camphorato]europium (III) (Eu (hfc)~3~) in 1,1,2‐trichloro‐1,2,2‐trifluoroethane (TCFE) induced unlike ^1^H‐NMR. shift differences (ΔΔδ) for the enantiotopic protons and methyl groups on C(4), respectively (cf. Fig. 2 and 3). This effect allows to determine directly the ^2^J~H,H~ coupling constants of the geminal protons on C(4) of the allenic esters 1 (15.5 Hz) and 2 (14.5 Hz) (cf. Table 2).