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Updated: Jul 31, 2025

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Persilylation of ferrocene: the ultimate discipline in sterically overcrowded metal complexes
Susanne M Rupf1, Robin Sievers1, Paulin S Riemann1
1Freie Universität Berlin, Fabeckstr. 34-36, 14195 Berlin, Germany. moritz.malschewski@fu-berlin.de.
Abstract:
We report the preparation and structural characterization of the first persilylated metallocene via the metalation of decabromoferrocene. Although Grignard conditions turned out to be insufficient due to the steric and electronic effects of silyl groups causing a decreased nucleophilicity of the metalated intermediates, stepwise lithium-halogen exchange yields complex mixtures of polysilylated compounds FeC10DMSH10- (n = 10, 9, 8) including the targeted decasilylated ferrocene. These mixtures were successfully separated allowing a systematic study of silylation effects on ferrocene by XRD, CV, NMR and UV/vis spectroscopy supported by DFT calculations. The findings were used to develop a high-yielding and simple preparation method to generate a tenfold substituted overcrowded ferrocene, FeC10DMS8Me2.
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