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Iron-Catalyzed Ferrocenylmethanol OH Substitution by S, N, P, and C Nucleophiles

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Abstract

The iron complex [Fp][OTf] {Fp+ = [Fe(CO)2(Cp)]+, OTf = SO3CF3} is an efficient catalyst for the direct substitution of the OH group in ferrocenylmethanol [Fc–CH2OH] by thiols, aromatic amines, diphenylphosphane, and carbon nucleophiles (furan, pyrrole, and indole). This approach offers a convenient route to ferrocenes containing side chains with different functional groups. The advantages of the method are associated with the use of a catalyst based on iron, which is a nontoxic and readily available transition metal, and in the direct OH substitution, which produces water as the only byproduct.

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