Abstract
The synthesis of 1,3-terferrocenyl (1,3-diferrocenylferrocene) is accomplished by acylation of ferrocene with 3-(ethoxycarbonyl)propionyl chloride under Friedel-Crafts conditions, followed by condensation of the resulting [3-(ethoxycarbonyl)propionyl]ferrocene with acetylferrocene in the presence of potassium tert-butoxide. The intermediary diferrocenyl(ethoxycarbonyl)cyclopentadiene (not isolated) is hydrolysed and decarboxylated in boiling aqueous alkali, yielding 1,4-diferrocenylcyclopentadiene. The latter, as the sodium salt, is allowed to react with ferrous chloride in tetrahydrofuran in the presence of excess sodium cyclopentadienide, producing 1,3-terferrocenyl in addition to large quantities of ferrocene. Both the terferrocenyl and its precursor, 1,4-diferrocenylcyclopentadiene, are characterized by IR, UV, PMR, and analytical data.
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