Unsymmetrically disubstituted ferrocenes. Part XI. The effect of solvent and metallating agent on the lithiation of 2-ferrocenylpyridine

Abstract

The reaction of 2-ferrocenylpyridine with n-butyl-lithium in light petroleum, in tetrahydrofuran, and in NNN′N′-tetramethyl-1,2-diaminoethane gave a different range of products in each solvent. The same ferrocene was also metallated by t-butyl-lithium and by methyl-lithium in diethyl ether. Both metallation and addition across the carbon–nitrogen double bond were achieved with the former reagent; the latter behaved only as a metallating agent.