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Updated: Dec 16, 2025

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Formylation of a metathesis-derived ansa[4]-ferrocene: a simple route to anticancer organometallics
Maria Mazur1, Michał Mrozowicz1, Włodzimierz Buchowicz1
1Faculty of Chemistry, Chair of Organic Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland. wbuch@ch.pw.edu.pl.
Abstract:
Formylation of ansa[4]-ferrocene, obtained through the ruthenium-catalysed olefin metathesis, yields two separable, planar chiral 1,3- and 1,2-ansa-ferrocene aldehydes. Single-crystal X-ray structure analysis reveals that both regioisomers crystallize with spontaneous resolution of the racemate in the chiral P212121 space group with one molecule in the asymmetric unit. The major 1,3-isomer was further transformed into a conjugate with 1,2,3-triazole and uracil using "click" chemistry as the key synthetic step. This inorganic-organic hybrid displays anticancer activity (MCF-7, A549, MDA-MB-231 cell lines) with EC50 values comparable to those for cisplatin.
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