om300227h_si_001.pdf (129.98 kB)
Synthesis and Cytotoxicity Studies of Silyl-Substituted Titanocene Dichloride Derivatives
journal contribution
posted on 2012-08-27, 00:00 authored by Anthony Deally, Frauke Hackenberg, Grainne Lally, Helge Müller-Bunz, Matthias TackeSix new titanocene compounds have been isolated and characterized.
These compounds were synthesized from their silyl-substituted fulvene
or cyclopentadiene precursors using Super Hydride (LiBEt3H) or n-BuLi, followed by transmetalation with titanium
tetrachloride, to yield the corresponding titanocene dichloride derivatives.
These complexes are bis-[((phenyl)dimethylsilane)cyclopentadienyl]
titanium(IV) dichloride (3a), bis-[((4-methoxyphenyl)dimethylsilane)cyclopentadienyl]
titanium(IV) dichloride (3b), bis-[((4-N,N-dimethylmethanamine)dimethylsilane)cyclopentadienyl]
titanium(IV) dichloride (3c), bis-[((4-N,N-diethylmethanamine)dimethylsilane)cyclopentadienyl]
titanium(IV) dichloride (3d), bis-[((1-methyl-5-trimethylsilyl)indol-3-yl)methylcyclopentadienyl]
titanium(IV) dichloride (4e), and bis-[((1-methyl-3-diethylaminomethyl-5-trimethylsilyl)indol-2-yl)methylcyclopentadienyl]
titanium(IV) dichloride (4f). The two titanocenes 3a and 3b were crystallized and characterized
by X-ray crystallography, while all six titanocenes were tested for
their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell
lines in order to determine their IC50 values. Titanocenes
were found to have IC50 values of 139 (±5), 106 (±
4), 127 (±4), 104 (±9), 90 (±6), and 15 (±2) μM.