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Lanthanide induced shift as a tool for isomer assignment in esters of unsaturated fatty acids

✍ Scribed by Lodovico Lunazzi; Giuseppe Placucci; Loris Grossi; Antonino Strocchi


Publisher
Elsevier Science
Year
1982
Tongue
English
Weight
241 KB
Volume
30
Category
Article
ISSN
0009-3084

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✦ Synopsis


Addition of Yb(fod)3 to methyl oleate (cis) and methyl elaidate (trans) shifts the carboxylic lines of their ~3C-NMR spectra to different extents; that of the cis isomer less than that of the trans isomer, as is to be expected.

On the same theoretical ground it can be anticipated that the opposite will occur for C-17: an effect that has been confirmed experimentally. The method is thus proposed as a means of aiding in the assignment of the cis and trans configuration in esters of fatty acids with one double bond.