INTRODUCTION OF AROMATIC AND HETEROCYCLIC RADICALS IN FERROCENE. REACTION OF BROMO FERROCENE WITH ORGANIC MAGNESIUM COMPOUNDS.
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When an ether solution of Grignard reagent was added to a mixture of bromo ferrocene, cuprous bromide, and copper, the ether distilled, and the reaction mixture heated under nitrogen at 130 C, phenyl-alpha-thienyl- and alpha-naphthyl-ferrocenes were obtained with a yield of 75-80. The reaction proceded differently in the case of the allylic Grignard reagent, chlorous cyclohexylmagnesium the reaction basically became a conversion of bromo ferrocene to ferrocene, and cyclohexene was also extracted from the reaction mixture. A mixture of alpha- and beta-pyrrole-ferrocenes was created during the interaction of bromo ferrocene with bromine pyrrole magnesium in the presence of Cu2Br2 Cu. Idolyl bromide behaved somewhat differently in this reaction N- and beta-indolyl-ferrocenes were produced. The structures of the compounds obtained were determined on the basis of N.M.R. Spectra.
- Organic Chemistry