Abstract
Reaction of (ferrocenylmethyl)trimethylammonium iodide with the mono-sodium salts of a range of acyclic 1,3-diketones leads smoothly to 2-(ferrocenylmethyl)-1,3-diketones [(C5H5)Fe(C5H4)CH2]CH(COR1)(COR2), but with the corresponding tetrabutylammonium salts deacylation occurs. With the sodium salt of cyclohexane-1,3-dione, disubstitution occurs to give (2,6-dioxocyclohexane-1,1-diyl)bismethyleneferrocene, [(C5H5)Fe(C5H4CH2)]2C[(CO)2(CH2)3]. The lithium salt of acetylferrocene reacts with a range of monocarboxylic esters to provide 1-ferrocenyl-1,3-diketones [(C5H5)Fe(C5H4)]COCH2COR, but simple esters of dicarboxylic acids either do not react, or undergo only monosubstitution.
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