Tenfold Metalation of Ferrocene: Synthesis, Structures, and Metallophilic Interactions in FeC10(HgX)10
| Autor: | Robin Sievers, Gabriel Schröder, Moritz Malischewski, Susanne Margot Rupf |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
mercury
Metalation Metallocenes Infrared spectroscopy Halide Crystal structure metalation 010402 general chemistry Mass spectrometry 01 natural sciences Medicinal chemistry Catalysis C−H activation chemistry.chemical_compound metal–metal interactions Aqueous solution 010405 organic chemistry Communication Organic Chemistry General Chemistry Communications 0104 chemical sciences Ferrocene chemistry Elemental analysis 500 Naturwissenschaften und Mathematik::540 Chemie::540 Chemie und zugeordnete Wissenschaften |
| Zdroj: | Chemistry (Weinheim an Der Bergstrasse, Germany) |
| ISSN: | 1521-3765 0947-6539 |
| Popis: | The permercuration of ferrocene was achieved by reacting ferrocene with 10 equivalents of mercury(II) butyrate Hg(O2CC3H7)2 in a facile one‐pot reaction in multi‐gram scale and high yields. The butyrate groups in FeC10(HgX)10 (X=O2CC3H7) can be exchanged by treatment with trifluoro‐ or trichloroacetic acid (X=O2CCF3, O2CCCl3). 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, O2CCF3, O2CCCl3). That's so metal: All ten C−H bonds of ferrocene can be metalated in a simple one‐pot reaction by using mercury butyrate to give permercurated ferrocene, an air‐ and water stable compound. The completeness of metalation is confirmed by NMR and vibrational spectroscopy, mass spectrometry, as well as elemental analysis. |
| Databáze: | OpenAIRE |
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