Organometallic Compounds. I. Some Transformation Reactions of 1, 1'-Diacetylferrocene.

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Oxidation of 1, 1'-diacetylferrocene with sodium hypochlorite and iodine-pyridine gave 1, 1-ferrocenedicarboxylic acid (III) and 1-acetyl-1'-ferrocenecarboxylic acid (VI), respectively. The polyester polymer of ferrocene was obtained from dimethyl-1, 1'-ferrocenecarboxylate (V) and ethylene glycol. 1, 1'-Bis (1-hydroxyethyl) ferrocene (VIII) was converted to 1, 1'-(1, 1'-epoxydiethyl) ferrocene (IX) by chromatographic method or with p-toluenesulfonyl chloride. Stereochemistry of the cyclic dimethyl ether (IX) is discussed. Treatment of 1, 1'-ferrocenedicarboxylic acid with N, N'-dicyclohexylcarbodiimide gave N, N'-dicyclohexyl-N. N' -bis (cyclohexylcarbamoyl) -1, 1'-ferrocenedicarboxamide (XIV).