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Synthesis of phosphine derivatives of ferrocifen
 Křelinová, Magda ; Schulz, Jiří (advisor) ; Pinkas, Jiří (referee)
Title: Synthesis of phosphine derivates of ferrocifen Author: Magda Křelinová Department: Department of Inorganic Chemistry Supervisor: RNDr. Jiří Schulz, PhD. Abstract: The goal of this bachelor thesis was to synthesize and characterize 1-{1-[bis(4-hydroxyphenyl)methylene]propyl}-1'-(diphenylphosphino)ferrocene (compound 7). As a ferrociphenol derivative, this compound should possess significant biological activity against breast cancer cells of both types (hormone-dependent and hormone-independent). Such treatment is currently not available and it is urgently needed. The diphenylphosphine moiety could serve as a linker to form conjugates with other organometallic pharmacophores. This could result in a better targetting or may otherwise enrich the effect of the compound 7. Thioketone 2 was prepared from 1,1'-dibromoferrocene by lithiation and reaction with Weinreb amide which afforded ketone 1 that was treated with Lawesson's reagent. Thiirane 3 was then synthesized by reaction of 2 with 1,1'-(diazomethylene)bis[4-methoxybenzene]. Its desulfurization afforded bromoderivative of methoxyferrociphene 4. Phosphinylation of compound 4 gave phosphinomethoxyferrociphene 5. Reaction with boronium tribromide formed aduct 6, which was deprotected by DABCO to give compound 7. All new compounds were characterized by...
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2 Křelinová, Michaela
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