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trans–cis Isomerization of schiff's bases (N-benzylideneanilines) on addition of lanthanide shift reagents

✍ Scribed by L. M. N. Saleem

Publisher: John Wiley and Sons
Year: 1982
Tongue: English
Weight: 330 KB
Volume: 19
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270190403

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✦ Synopsis

Abstract

Application of the lanthanide shift reagent Eu(fod)~3~ to a series of benzylideneanilines causes isomerization of the stable trans form to the less stable cis form. A linear relationship was obtained between the % cis isomer with the mole ratio of Eu(fod)~3~/substrate.

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The 13C chemical shifts of cis-and trans-benzylidenepropylamine and substituted benzylideneanilines were analysed after additons of Eu(fod),. The cisltrans ratio increases as the amount of lanthanide shift reagent increased. The cis isomers showed large lanthanide-induced shifts, whereas the trans i