Abstract
The behaviour of β-ferrocenylacrylonitrile in the presence of tBuOK in a mixture of THF with tBuOK and in pure THF are compared. Carbanion formation is shown to be a result of proton abstraction from the ethylenic bond at the geminal position onto the nitrile group. In the presence of alcohol, the carbanion is deuterized (protonized) without visible cis/ trans isomerization. In the absence of alcohol, cis/ trans conversion does take place. The conclusion has been drawn that the isomerization rate is much lower than the deuteration (protonation) rate.
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