Synthesis and properties of a mixed-valence compound with single-step tunneling and multiple-step hopping behavior

Rim Makhoul, Yuki Kumamoto, Akira Miyazaki*, Frédéric Justaud, Frédéric Gendron, Jean François Halet, Jean René Hamon, Claude Lapinte

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

The organic precursor bis(trimethylsilylethynyl)TTFMe2 (3, TTF = tetrathiafulvalene) was prepared as a 1:1 mixture of the cis and trans isomers. Pure samples of 3-cis and 3-trans were obtained by crystallization and identified by XRD analysis. The treatment of pure 3-trans and a 1:1 mixture of 3-cis/trans with (i) potassium carbonate, (ii) the iron complex Cp∗(dppe)FeCl [5, Cp∗ = η5-C5Me5, dppe = 1,2-bis(diphenylphosphanyl)ethane] in the presence of KPF6, and (iii) tBuOK provided Cp∗(dppe)Fe-C≡C-TTFMe2-C≡C-Fe(dppe)Cp∗ as the pure geometric isomer 6-trans (85 %) and as the 60:40 mixture 6-cis/trans (63 %), respectively. The oxidation of 6-trans with [(C5H5)2Fe]PF6 gave [6-trans][PF6]n (n = 1-3). Visible, IR, near-IR (NIR), and electron paramagnetic resonance (EPR) spectroscopy together with DFT data show that [6-trans][PF6] is a class II mixed-valence complex (Hab = 85 cm-1) in which the spin distribution depends on the conformation of the molecule. Intramolecular electron transfer occurs through single-step tunneling and a multistep hoping mechanism. The triplet state is thermally accessible for [6-trans][PF6]2. The complex trans-[Cp∗(dppe)Fe-C≡C-TTFMe2-C≡C-Fe(dppe)Cp∗][PF6] [Cp∗ = η5-C5Me5, dppe = 1,2-bis(diphenylphosphanyl)ethane, TTF = tetrathiafulvalene] is a class II mixed-valence compound in which the spin density varies with the respective orientation of the metal termini. Intramolecular electron transfer occurs through single-step tunneling and multiple-step hopping mechanisms.

Original languageEnglish
Pages (from-to)3899-3911
Number of pages13
JournalEuropean Journal of Inorganic Chemistry
Volume2014
Issue number24
DOIs
StatePublished - 2014/08/01

Keywords

  • Conjugated systems
  • Hybrid materials
  • Iron
  • Mixed-valent compounds
  • Molecular electronics

ASJC Scopus subject areas

  • Inorganic Chemistry

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