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Tenfold Metalation of Ferrocene: Synthesis, Structures, and Metallophilic Interactions in FeC₁₀ (HgX)₁₀.

ABSTRACT: The permercuration of ferrocene was achieved by reacting ferrocene with 10 equivalents of mercury(II) butyrate Hg(O₂ CC₃ H₇ )₂ in a facile one-pot reaction in multi-gram scale and high yields. The butyrate groups in FeC₁₀ (HgX)₁₀ (X=O₂ CC₃ H₇ ) can be exchanged by treatment with trifluoro- or trichloroacetic acid (X=O₂ CCF₃ , O₂ CCCl₃ ). Substitution of the trifluoroacetate groups by halides (X=Cl, F) proceeds easily in aqueous THF. The completeness of metalation was confirmed by NMR and vibrational spectroscopy, mass spectrometry, as well as elemental analysis. Additionally, the first crystal structures of permetallated metallocenes are presented: FeC₁₀ (HgX)₁₀ (X=Cl, O₂ CCF₃ , O₂ CCCl₃ ).

SUBMITTER: Rupf SM

PROVIDER: S-EPMC8048484 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Tenfold Metalation of Ferrocene: Synthesis, Structures, and Metallophilic Interactions in FeC10 (HgX)10.

Rupf Susanne Margot SM Schröder Gabriel G Sievers Robin R Malischewski Moritz M

Chemistry (Weinheim an der Bergstrasse, Germany) 20210222 16

The permercuration of ferrocene was achieved by reacting ferrocene with 10 equivalents of mercury(II) butyrate Hg(O2 CC3 H7 )2 in a facile one-pot reaction in multi-gram scale and high yields. The butyrate groups in FeC10 (HgX)10 (X=O2 CC3 H7 ) can be exchanged by treatment with trifluoro- or trichloroacetic acid (X=O2 CCF3 , O2 CCCl3 ). Substitution of t ...[more]

PMID: 33492692

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