Iodination of acenaphthene with iodine–peracetic acid in acetic acid gave 5-iodoacenaphthene (40%). Similar iodination of fluorene gave 2-iodofluorene (65%), and with excess of reagents 2,7-di-iodofluorene (68%). These products show the electrophilic nature of the attacking species. An attempt to di-iodinate acenaphthene failed. Optimum reaction conditions which minimise concurrent oxidation are described.
Y. Ogata and I. Urasaki, J. Chem. Soc. C, 1970, 1689 DOI: 10.1039/J39700001689
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