Stable carbocations. Part 22. Stereochemistry of the deprotonation of ferrocenylalkylium ions, and of the protonation of alkenylferrocenes
Abstract
In the absence of adverse steric effects, ferrocenylalkylium ions of the type FcC+(R)CH(Ph)Me (Fc = ferrocenyl) undergo preferential exo-deprotonation upon reaction with a base and a similar exo-stereoselectivity is associated with protonation of the resulting alkenes FcC(R)C(Ph)Me in trifluoroacetic acid.