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1H NMR and 19F NMR chemical shifts of fluorinated retinals, Schiff bases and protonated Schiff bases

✍ Scribed by Leticia U. Colmenares; Robert S. H. Liu

Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
546 KB
Volume
30
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Fluorine‐induced shifts of neighbouring protons were studied by comparing the ^1^H NMR data of 20 fluorinated retinal isomers and their non‐fluorinated counterparts. Concurrent ^19^F NMR data of various isomers, analysed with respect to those of the all‐trans fluorinated isomers, showed an interactive effect between the γ‐protons and F. Successful application of the observed trends in ^1^H NMR and ^19^F NMR chemical shifts to retinylidene Schiff bases and protonated Schiff bases demonstrates their importance as practical aids in assigning configuration and predicting relative ^1^H NMR and ^19^F NMR resonances.

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