• A Pt(II) complex with both a phenanthroline and a tetrathiafulvalene-extended dithiolate ligand: Synthesis, crystal structure, electro-chemical and spectroscopic properties
    C. Jia, J. Ding, S.-X. Liu, G. Labat, A. Neels, A. Hauser and S. Decurtins
    Polyhedron, 55 (2013), p87-91
    DOI:10.1016/j.poly.2013.02.064 | unige:32100 | Article HTML | Article PDF
 
The reaction of 4,5-bis(2'-cyano-ethylsulfanyl)-4',5'-dipropylthiotetrathiafulvalene with [Pt(phen)Cl2] (phen = 1,10-phenanthroline) with CsOH as base in CH3OH–THF affords the target complex 1 in 44% yield. This complex crystallizes in the monoclinic space group P21/c, M = 790.01, a = 12.1732(12), b = 15.851(2), c = 14.5371(16) Å, b = 107.693(12)˚, V = 2672.4(5) Å3 and Z = 4. It undergoes two reversible single-electron oxidation and two irreversible reduction processes. An intense electronic absorption band at 15200 cm-1 (658 nm) in CH2Cl2 is assigned to the intramolecular mixed metal/ligand-to-ligand charge transfer (LLCT) from a tetrathiafulvalene-extended dithiolate-based HOMO to a phenanthroline-based LUMO. This band shifts hypsochromically with increasing solvent polarity. Systematic changes in the optical spectra upon oxidation allow precise tuning of the oxidation states of 1 and reversible control over its optical properties. Irradiation of 1 at 15625 cm-1 (640 nm) in glassy solution below 150 K results in emission from the 3LLCT excited state.
  
  • An Experimental and Computational Study on Intramolecular Charge Transfer: A Tetrathiafulvalene Fused Dipyridophenazine Molecule
    C. Jia, S.-X. Liu, C. Tanner, C. Leiggener, A. Neels, L. Sanguinet, E. Levillain, S. Leutwyler, A. Hauser and S. Decurtins
    Chemistry - A European Journal, 13 (13) (2007), p3804-3812
    DOI:10.1002/chem.200601561 | unige:3597 | Abstract | Article HTML | Article PDF
To study the electronic interactions in donor-acceptor (D-A) ensembles, D and A fragments are coupled in a single molecule. Specifically, a tetrathiafulvalene (TTF)-fused dipyrido[3,2-a:2',3'-c]phenazine (dppz) compound having inherent redox centers has been synthesized and structurally characterized. Its electronic absorption, fluorescence emission, photoinduced intramolecular charge transfer, and electrochemical behavior have been investigated. The observed electronic properties are explained on the basis of density functional theory.
  • A redox-active tri star molecule: merging of TTF and HAT chemistry
    C. Jia, S.-X. Liu, C. Tanner, C. Leiggener, L. Sanguinet, E. Levillain, S. Leutwyler, A. Hauser and S. Decurtins
    ChemComm, (17) (2006), p1878-1880
    DOI:10.1039/b601173j | unige:3307 | Abstract | Article HTML | Article PDF
A planar π-conjugated heteroaromatic molecule 1 has been synthesized and fully characterized; it combines two characteristics, a charge-transfer transition originating from its inherent donor–acceptor nature in its neutral state and an intervalence charge-transfer transition in its 12+ mixed-valence state.
  • Synthesis and Electrochemical and Photophysical Studies of Tetrathiafulvalene-Annulated Phthalocyanines
    C. Loosli, C. Jia, S.-X. Liu, M. Haas, M. Dias, E. Levillain, A. Neels, G. Labat, A. Hauser and S. Decurtins
    Journal of Organic Chemistry, 70 (13) (2005), p4988-4992
    DOI:10.1021/jo0501801 | unige:3274 | Abstract | Article HTML | Article PDF
The synthesis of tetrakis(tetrathiafulvalene)-annulated metal-free and metallophthalocyanines 58 via the tetramerization of the phthalonitrile derivative 4 is reported. All of them have been fully characterized by electronic absorption spectroscopy, thin-layer cyclic voltammetry, mass spectrometry, and elemental analysis. Their solution electrochemical data show two reversible four-electron oxidation waves, indicating that these fused systems are strong π-electron donors, which give rise to tetra- or octaradical cation species. For the metal-free phthalocyanine 5, additionally a reversible one-electron wave was found in the negative direction arising from the reduction of the macrocycle. Moreover, the tetrathiafulvalene unit acts as an efficient reductive electron-transfer quencher for the phthalocyanine emission, but upon its oxidation, an intense luminescence is switched on.

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