Modification of the Cp′ ring in the ferrocifen precursor and its influence on the recognition by the estrogen receptor

✍ Scribed by Konrad Kowalski; Anne Vessières; Siden Top; Gérard Jaouen; Janusz Zakrzewski

• Book ID: 104253189
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 92 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)00284-3

✦ Synopsis

A synthetic pathway giving access to diphenyl ethylene organometallic derivatives possessing the ferrocifen precursor skeleton modified in the Cp% ring is described. It relies on reaction of the (h 5 -propionylcyclopentadienyl) (h 6 -benzene)iron(II) salt 7 with substituted cyclopentadienyl anions or their heteroanalogs followed by the McMurry coupling reaction with 4,4%-dihydroxybenzophenone. Using this approach pentamethylcyclopentadienyl and 3,4-dimethylphospholyl analogs of ferrocifen precursor (10 and 11) have been synthesized. Even with the presence of the bulky and containing phosphorus h 5 -ligands these compounds are still recognized by the two subtypes of estrogen receptor(ERa and ERb).