Ionic liquid mediated Friedel-Crafts acylation of the organometallic complex ferrocene can be performed in l-ethyl-3-methylimidazolium halogenoaluminate melts, Et-MeimI-A1C13, as well as in the liquid clathrate formed upon addition of an excess of toluene to EtMeimI-A1Cl3 affording solely the monoacylated product acetylcyclopentadienyl (cyclo-pentadienyl)iron(II) in good to excellent yields under the appropriate conditions.Use of low-melting ionic liquids composed of an organic chloride and aluminium chloride as solvent and catalyst for Friedel-Crafts reactions at ambient temperatures was first reported in 1976.1 Other electrophilic substitution reactions have been performed in chloroaluminate salts such as AlC13-NaCl and A1C13-NH4C1, but these reactions were generally performed at substantially elevated temperatures (i.e.
1997 organo-iron compounds organo-iron compounds S 7100 19 -191 1-Ethyl-3-methylimidazolium Halogenoaluminate Melts as Reaction Media for the Friedel-Crafts Acylation of Ferrocene. -Ionic liquid mediated Friedel-Crafts acylation of ferrocene (I) can be performed in the title imidazolium halogenoaluminate melt as well as in the liquid clathrate formed by addition of toluene to this acidic melt, affording exclusively the monoacylated product (III) in good to excellent yields. -(SURETTE, J. K. D.; GREEN, L.; SINGER, R. D.; Chem. Commun. (Cambridge) (1996) 24, 2753-2754; Dep. Chem., Saint Mary's Univ., Nova Scotia B3H 3C3, Can.; EN)
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