- Fluorine segregation in crystalline materials: Structural control and solid-state [2+2] cycloaddition in CF3-substituted tetrathiafulvalene derivatives
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The well-known influence of long perfluorinated chains on the structures and stability of amphiphilic molecules in liquid crystalline mesophases or mesoscopic micellar arrangements is evaluated here in the realm of crystalline materials based on rigid aro
- Jeannin, Olivier,Fourmigue, Marc
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p. 2994 - 3005
(2008/09/16)
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- An in depth study of the formation of new tetrathiafulvalene derivatives from 1,8-diketones
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A detailed study of the reactions of phosphorus pentasulfide and Lawesson's reagent with a series of 4,5-bis(RCOCH 2S)-1,3-dithiole-2-thiones (R=Ph, 4-MeOC6H4, 4-Br C6H4, Me) has been carried out. These reactions lead to fusion of either an unsaturated 1,4-dithiin ring or a thiophene to the dithiole; the former in higher yield, while the latter is a significant product in the reactions with Lawesson's reagent; as well as small amounts of minor products. A mechanistic rationalization of these products is discussed in some detail. The new fused dithioles have been converted to novel series of fused TTF derivatives.
- Turksoy, Figen,Wallis, John D.,Tunca, Umit,Ozturk, Turan
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p. 8107 - 8116
(2007/10/03)
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- Functionalised organosulfur donor molecules: Synthesis of racemic hydroxymethyl-, alkoxymethyl- and dialkoxymethyl-bis(ethylenedithio)tetrathiafulvalenes
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Short synthetic routes to racemic derivatives of bis(ethylenedithio)tetrathiafulvalene carrying one hydroxymethyl (HMET), alkoxymethyl or dialkoxymethyl side chain are reported along with cyclic voltammetry measurements and conversion of HMET to (2:1) radical cation salts.
- Saygili, Nezire,Brown, R.James,Day, Peter,Hoelzl, Robert,Kathirgamanathan, Poopathy,Mageean, Eileen R,Ozturk, Turan,Pilkington, Melanie,Qayyum, Mohammed M.B,Turner, Scott S,Vorwerg, Lars,Wallis, John D
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p. 5015 - 5026
(2007/10/03)
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- Electron Transfer from Tetrathiafulvalenes to Photoexcited C70 Studied by Observing Transient Absorption in the Near-IR Region
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The photoinduced electron transfer between C70 and tetrathiafulvalene or bis(ethylenedithio)tetrathiafulvalene in polar and nonpolar solvents and their mixture has been investigated by nanosecond laser photolysis/transient absorption spectroscopy in the visible and near-IR regions.The transient absorption bands of the triplet state of C70 observed in polar solvents decayed upon addition of tetrathiafulvalenes accompanied by the appearance of the transient absorption bands of the radical anion of C70.In benzene, the quenching of the triplet state of C70 was observed without the appearance of the radical anion of C70 within a nanosecond laser pulse, suggesting a collisional quenching of the triplet state of C70 with tetrathiafulvalenes.The quantum yield for the formation of the radical anion via the triplet state of C70 was about 1 for tetrathiafulvalene in benzonitrile.The quantum yield decreased in less polar solvents.The back electron transfer rates were also evaluated in polar solvents.
- Alam, Maksudul M.,Watanabe, Akira,Ito, Osamu
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p. 1833 - 1838
(2007/10/03)
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- An unusual reaction of Lawesson's reagent with 1,8-diketones: A synthesis of fused 1,4-dithiins and thiophenes
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Reaction of 1,8-diketones 3 with Lawesson's reagent 8 resulted in the formation of five and six-membered rings 5-7, 18, depending on the nature of the substituents. Product 6 is converted in two steps to the unsymmetric 'ET' analogue 20, containing an extra double bond.
- Ozturk, Turan
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p. 2821 - 2824
(2007/10/03)
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- Synthesis of New 2H-1,3-Dithiol-2-thiones and -2H-1,3-Dithiol-Ones, the Intermediates for Tetrathiafulvalenes and Metal Dithiolates
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The synthesis of 2H-1,3-dithiol-2-thiones substituted in positions 4 and 5 was performed by the ring cleavage in 2,5,7,9-tetrathiobicyclonon-1(6)en-3-on-8-thione by sodium methoxide followed by alkylation of the obtained thiolate.The reactions of 2,4,5-tetrahydro-1,3-dithiol-2,4,5-trithione with cyclopentadiene, indene, diethylvinyldithiocarbamate, and allyl bromide, resulting new, earlier unaccessible, 2H-1,3-dithiol-2-thiones were carried out.Synthesis of new 2H-1,3-dithiol-3-thiones with substituents in 4 and 5 positions is performed; some of these compounds were transformed into related diketones by reacting with mercury acetate.New tetrathiofulvalenes are obtained.
- Abashev, G. G.,Russkikh, V. S.,Shklyaeva, E. V.,Vladykin, V. I.
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p. 1533 - 1537
(2007/10/03)
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- Synthesis of Unsymmetrical Tetrakis(alkylsulfanyl)tetrathiafulvalene Derivatives
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The p-acetoxybenzylsulfanyl protecting group is compatible with the triethylphosphite mediated cross-coupling of 4,5-bis(alkylsulfanyl)-1,3-dithiol-2-ones, providing access to bis(protected)tetrathiafulvalenes, and thus to tetrathiafulvalenedithiolate dia
- Gemmell, Colin,Janairo, Gerardo C.,Kilburn, Jeremy D.,Ueck, Henning,Underhill, Allan E.
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p. 2715 - 2720
(2007/10/02)
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- Synthesis of New Unsymmetrical Multi-Sulfur TTF Derivatives
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Multi-sulfur TTF derivatives with eight or nine sulfur atoms were synthesized for the development of new conducting organic salts.Their oxidation potentials were measured, and compared with those of the related donor molecules.The electrical conductivities of some of the ion radical salts were measured.
- Ikegawa, Shunjiro,Miyawaki, Kenji,Nogami, Takashi,Shirota, Yasuhiko
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p. 2770 - 2772
(2007/10/02)
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- 4,5-Ethylenedioxy-4',5'-ethylenedithiotetrathiafulvalene (EOET): a New Unsymmetrical Electron Donor
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The synthesis, characterization, electrochemical properties, and preliminary X-ray structural data of the title electron donor, a hybrid of bis(ethylenedithio)tetrathiafulvalene and bis(ethylenedioxy)tetrathiafulvalene, are presented.
- Kini, Aravinda M.,Mori, Takehiko,Geiser, Urs,Budz, Sandra M.,Williams, Jack M.
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p. 647 - 648
(2007/10/02)
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- Unsymmetrically Substituted Ethylenedioxytetrathiafulvalenes
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Seven new electron donors, 4,5-ethylenedioxytetrathiafulvalenes where 4',5'-substituents are trimethylenedithio, ethylenedithio, methylenedithio, 2-oxatrimethylenedithio, methylthio, hydrogen and methyl carboxylate, are prepared, and their electrochemical properties are investigated.
- Mori, Takehiko,Inokuchi, Hiroo,Kini, Aravinda M.,Williams, Jack M.
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p. 1279 - 1282
(2007/10/02)
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- Dimensionality Examination of Cation Radical Salts Based on EDT-TTF (EDT-TTF = Ethylenedithiotetrathiafulvalene)
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Crystal and electronic structures of organic conductors, (EDT-TTF)2X (EDT-TTF = ethylenedithiotetrathiafulvalene; X = PF6, AsF6, TaF6, BF4, ClO4, ReO4, Au(CN)2), have been studied.In all these compounds, the donor molecules exhibit face-to-face stacking.Simple tight-binding band calculations indicate quasi-onedimensional electronic structures.
- Kato, Reizo,Kobayashi, Hayao,Kobayashi, Akiko
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p. 781 - 784
(2007/10/02)
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- 4,5-METHYLENEDITHIO-4',5'-PROPYLENEDITHIOTETRATHIAFULVALENE (MPT) AND 4,5-ETHYLENEDITHIO-4',5'-PROPYLENEDITHIOTETRATHIAFULVALENE (EPT)
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Title elctron donors, unsymmetrical analogs of Bis(ethylenedithio)tetrathiafulvalene, are synthesized.The utility of 252Cf Plasma Desorption Mass Spectrometry in the characterization and purity determination is also reported.
- Kini, Aravinda M.,Tytko, Stephen F.,Hunt, Jerry E.,Williams, Jack M.
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p. 4153 - 4156
(2007/10/02)
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- NEW MOLECULAR CONDUCTORS: VARIATION ON THE BEDTTTF SKELETON
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New organic conductors obtained by modification of the BEDTTTF molecule are presented.The synthesis of these compounds is detailed and some physical properties are given.
- Laversanne, R.,Dupart, E.,Delhaes, P.
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p. 179 - 190
(2007/10/02)
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- Unsymmetrically Substituted Dithiadiselenafulvalene Donors for Organic Metals. Synthesis and Conductivity of the Charge-transfer Salts
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New unsymmetrical dithiadiselenafulvalene donors and their radical cation salts with inorganic anions have been prepared; among the salts dimethyl(ethylenedithio)dithiaselenafulvalene salts exhibit the highest electrical conductivity.
- Kikuchi, Koichi,Namiki, Takahisa,Ikemoto, Isao,Kobayashi, Keiji
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p. 1472 - 1473
(2007/10/02)
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