31366-25-3Relevant articles and documents
Ysuedo et al.
, p. 1728 (1979)
Preparation of Methyl Chalcogenated Derivatives of 1,4,5,8-Tetrathiatetralin
Nakatsuji, Shin'ichi,Amano, Yoshiki,Kawamura, Haruki,Anzai, Hiroyuki
, p. 841 - 842 (1994)
Tetrakis(methylthio)-1,4,5,8-tetrathiatetralin 4 and tetrakis(methylseleno)-1,4,5,8-tetrathiatetralin 6 is successfully prepared by the reaction of tetrathiatetralin (TTT) 2 with lithium diissopropylamide and MeSSMe or MeSeSeMe in diethyl ether and a remarkable solvent effect is observed in the analogous reaction in tetrahydrofuran to give tetrakis(methylthio)tetrathiafulvalene 5 by a novel rearrangement.
Melby et al.
, p. 2456 (1974)
Fabre et al.
, p. 4033,4034,4035 (1977)
Wudl et al.
, p. 1453 (1970)
An ESR Study of the Radical Cations of Tetrathiafulvalene (TTF) and Electron Donors Containing the TTF Moiety
Cavara, Luka,Gerson, Fabian,Cowan, Dwaine O.,Lerstrup, Knud
, p. 141 - 152 (1986)
Hyperfine data and g factors are reported for the radical cations of tetrathiafulvalene (TTF; 1) and of its derivatives 2-13.From the intense satellite spectra of 1+. - 13+. not only the coupling constants of the 33S isotopes in the TTF moiety could be determined, but also, in favourable cases, those of the 13C isotopes in the central double bond.The former values range from 0.370 (8+.) to 0.470 mT (4+.) and the latter from 0.255 (8+.) to 0.360 mT (4+.) in the radical cations of bis(ethylenedithio)-TTF (8+.) and tetracyano-TTF (4+.).The radical cation of TTF (1+.) exhibits intermediate values, 0.425 for the 33S and 0.285 mT for the 13C isotopes.The spin population in 1+. - 13 +. resides, to a large extent, in the central S2C = CS2 part of the ?-system.It tends to increase (decrease) by substitution with electron-accepting (donating) groups in the 2,3,6,7-positions of TTF.
A Redox-Active Tetrathiafulvalene [2]Pseudorotaxane: Spectroelectrochemical and Cyclic Voltammetric Studies of the Highly-Reversible Complexation/Decomplexation Process
Devonport, Wayne,Blower, Mark A.,Bryce, Martin R.,Goldenberg, Leonid M.
, p. 885 - 887 (1997)
The complexation of TTF 2 and cyclobis(paraquat-p-phenylene) 14+ has been studied by cyclic voltammetry and by spectroelectrochemistry: shifts in the redox potentials for the TTF and the 14+ components of 45 and 30 mV, respectively, occur upon complexation. Decomplexation of 2.14+ upon oxidation of the TTF unit to the cation radical species has been monitored by spectroelectrochemistry. The complexation/decomplexation process is highly reversible over at least 10 electrochemical cycles, and this process is accompanied by a color change of the solution from dark green (complexed) to pale brown (uncomplexed) which is clearly visible to the naked eye.
Siedle,Johannesen
, p. 2002 (1975)
Engler et al.
, p. 5909,5910, 5911, 5915 (1977)
A systematic study of the variation of tetrathiafulvalene (TTF), TTF+ and TTF2+ reaction pathways with water in the presence and absence of light
Adeel, Shaimaa M.,Li, Qi,Nafady, Ayman,Zhao, Chuan,Siriwardana, Amal I.,Bond, Alan M.,Martin, Lisandra L.
, p. 49789 - 49795 (2014)
The chemistry of the strongly electron donating tetrathiafulvalene (TTF) molecule is exceptionally well known, but detailed knowledge of the chemistry of its technologically important one (TTF+) and two (TTF2+) electron oxidised redox partners is limited. In this paper, the different pathways that apply to the reaction of TTF, TTF+ and TTF2+ with water have been identified in the absence and presence of light. On the basis of data obtained by transient and steady state voltammetric methods in CH3CN (0.1 M Bu4NPF6) containing 10% (v/v) H2O, TTF is shown to participate in an acid base equilibrium reaction with HTTF+, with H2O acting as the proton donor. In contrast, TTF+ generated by one electron bulk oxidative electrolysis of TTF remains unprotonated and fully stable in the presence of 10% H2O in the dark. However, when this cation radical is exposed to white or blue (λ = 425 nm) light, TTF+ is photoreduced to TTF, with oxidation of water to give oxygen (detected by a Clark electrode) and protons that react with TTF to give HTTF+ as the counter reaction. Again emphasising important reaction pathway differences associated with each redox level, TTF2+ generated by bulk two electron oxidative electrolysis of TTF reacts rapidly with water, even in the dark, to give TTF+, protons, HTTF+ and oxygen as the products.
Azulene-based tetrathiafulvalenes: Preparation and their electron-donating ability
Sato, Ohki,Saito, Takahito,Aoki, Masami,Sakai, Atsushi
, p. 1254 - 1260 (2019/11/14)
The condensation reaction of dithiocarbonates derived from azuleno- and guaiazulenopentathiepin with vinylene trithiocarbonate and the ethylenedithio derivative in triethyl phosphite afforded azulene-based tetrathiafulvalenes [Az-TTF, Az-(EDT)TTF, GAz-TTF and GAz-(EDT)TTF], respectively. The vinylene derivatives (Az-TTF and GAz-TTF) showed slightly higher electron-donating ability than the corresponding ethylenedithio ones [Az-(EDT)TTF and GAz-(EDT)TTF] by CV measurement. GAz-TTFs produced charge transfer complexes with tetracyanoquinodimethane, respectively.
Charging a Li-O2 battery using a redox mediator
Chen, Yuhui,Freunberger, Stefan A.,Peng, Zhangquan,Fontaine, Olivier,Bruce, Peter G.
, p. 489 - 494 (2013/07/25)
The non-aqueous Li-air (O2) battery is receiving intense interest because its theoretical specific energy exceeds that of Li-ion batteries. Recharging the Li-O2 battery depends on oxidizing solid lithium peroxide (Li2O2), which is formed on discharge within the porous cathode. However, transporting charge between Li 2O2 particles and the solid electrode surface is at best very difficult and leads to voltage polarization on charging, even at modest rates. This is a significant problem facing the non-aqueous Li-O2 battery. Here we show that incorporation of a redox mediator, tetrathiafulvalene (TTF), enables recharging at rates that are impossible for the cell in the absence of the mediator. On charging, TTF is oxidized to TTF+ at the cathode surface; TTF+ in turn oxidizes the solid Li2O 2, which results in the regeneration of TTF. The mediator acts as an electron-hole transfer agent that permits efficient oxidation of solid Li 2O2. The cell with the mediator demonstrated 100 charge/discharge cycles.