85720-62-3Relevant articles and documents
Organic compound crystal and field-effect transistor
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Page/Page column 12-14, (2008/12/08)
A field-effect transistor includes a channel-forming region composed of an organic compound crystal including π-electron conjugated molecules each containing chalcogen atoms as a constituent, wherein the distance between chalcogen atoms of adjacent π-elec
Synthesis, crystal structure and electrochemical properties of [NBu4][Ni(mdt)2]: A potential precursor for new materials (mdt = 1,3-dithiole-4,5-dithiolate)
Veldhuizen, Yvonne S. J.,Veldman, Nora,Spek, Anthony L.,Cassoux, Patrick,Carlier, Roger,Mulder, Martijn J. J.,Haasnoot, Jaap G.,Reedijk, Jan
, p. 2989 - 2993 (2007/10/03)
Reaction of methylenedithio-1,3-dithiol-2-one with sodium methanolate resulted in the anionic ligand mdt2- (mdt = 1,3-dithiole-4,5-dithiolate) which has been co-ordinated to nickel. The salt [NBu4][Ni(mdt)2] was successfully crystallised and its crystal structure showed that the Ni(mdt)2 unit is significantly distorted from planarity. Electrochemical studies showed that [NBu4][Ni(mdt)2] can be further oxidised in two steps via the neutral [Ni(mdt)2] complex to a partially oxidised positively charged complex. The neutral complex has also been successfully synthesized by oxidation with TCNQ. The redox potential of the oxidation from the neutral to the partially oxidised positive Ni(mdt)2 complex is relatively low, +0.60 V, making this compound a promising precursor for the preparation of conducting materials, based on derived cation radical salts.
Synthesis of unsymmetrical tetrathiafulvalene derivatives via Me3Al-promoted reactions of organotin compounds with esters
Yamada, Jun-Ichi,Satoki, Shyuji,Mishima, Sachinori,Akashi, Nobutaka,Takahashi, Kouhei,Masuda, Nobuyuki,Nishimoto, Yasushi,Takasaki, Satoshi,Anzai, Hiroyuki
, p. 3987 - 3995 (2007/10/03)
Efficient synthetic methods for the construction of a wide variety of unsymmetrical tetrathiafulvalenes (TTFs) via the Me3Al-promoted reactions of organotin thiolates or selenolates with esters are described. Reaction of tin thiolates (3a-c and 10) and selenolates (3d, 5, and 7) with esters (11a,b) in the presence Of Me3Al as a Lewis acid gave dihydrotetrathiafulvalene derivatives (12, 14, 15, and 17-20) and 1,3-dithiane derivatives (13 and 16). In addition, the synthesis of diselenadithiafulvalene derivatives (25-28) could be accomplished by Me3Al-mediated reaction of tin thiolate (2a) or selenolates (3d and 5) with esters (22a, 22d, and 24). Furthermore, the application of the Me3Al-promoted reaction of tin thiolate (34) with esters (11a-b, 22a-d, and 35a-b) for the synthesis of unsymmetrical TTFs-fused donors enabled us to obtain various TTFs-fused systems (29-33) in short steps.
1,3-Dithiol-4,5-dithiolate and 5,6-Dihydro-1,4-diselenin-2,3-dithiolate Nickel Complexes
Abramov,Petrov
, p. 1635 - 1640 (2007/10/03)
With the goal of obtaining new ethylenedithiolate transition metals complexes, unstable tetrabutylammonium bis(1,3-dithiol-4,5-dithiolato)niccolate(III) and stable tetrabutylammonium bis(5,6-dihydro-1,4-diselenin-2,3-dithiolato)niccolate(III) were synthesized. The two complexes were characterized by elemental analysis and IR and electron absorption spectroscopy, and the second, also by voltammetry. A new convenient procedure was proposed for preparation of 1,3-dithiol-2-thione which is a key initial compound in the synthesis of the title complexes.
Syntheses, structures and electrochemical characterisation of mixed cyclopentadienyl/dithiolene complexes of Ti(IV)
Guyon, Fabrice,Lenoir, Christine,Fourmigue, Marc,Larsen, Jan,Amaudrut, Jacques
, p. 217 - 226 (2007/10/02)
Cp2Ti(dithiolene) complexes are prepared by reacting Cp2TiCl2 with various dithiolenes, such as dmit2- (1,3-dithiole-2-thione-4,5-dithiolate) or dddt2- (5,6-dihydro-1,4-dithiine-2,3-dithiolate), and their X-ray crystal structures are reported.Cp2Ti(dmit) crystallizes in the monoclinic system, SG C2/c with a=23.651(5), b=10.168(2), c=16.025(6) Angstroem, β=129.51(2) deg, Z=8.Cp2Ti(dddt) crystallizes in the monoclinic system, SG P21/c with a=12.597(2), b=10.945(3), c=21.300(2) Angstroem, β=94.38(1) deg, z=4, with two independent molecules in the unit cell.In both compounds the TiS2C2 ring is folded along the S-S axis, by 47.4(3) deg in Cp2Ti(dmit) and by 49.2(1) and 51.2(1) deg in Cp2Ti(dddt).The dynamics of the ligand folding were characterized by variable temperature 1H NMR studies, which show a relationship between the coalescence temperature, the activation energy ΔG and the actual folding angle.Treatment of Cp2TiCl2 with two dmit2- equivalents affords the CpTi(dmit)2- anion, isolates as its n-Bu4N+ salt.It crystallizes in the triclinic system, space group P-1 with a=10.003(3), b=10.329(4), c=19.154(3) Angstroem, α=81.36(2), β=75.67(2), γ=67.73(2) deg, Z=2.A rationale for the observed puckering of the dithiolene ligands in both types of complexes is given by extended Hueckel calculations.For every compound investigated by cyclic voltammetry, a reversible reduction wave attributable to the Ti(IV)-Ti(III) process was observed while the oxidation leads to an irreversible ligand-centered process. dithiolene ligand / cyclopentadienyl ligand / titanium(IV) complexes / variable-temperature 1H NMR / X-ray crystal structures / EH calculations
TRANSITION-METAL 1,2-DIHETEROLENES AND POLYHETEROTETRAHETERAFULVALENES: PRECURSORS OF CONDUCTING SOLIDS
Papavassiliou, G. C.,Kakoussis, V. C.,Lagouvardos, D. J.,Mousdis, G. A.
, p. 171 - 184 (2007/10/02)
Methods for synthesis and properties of oxygen-, sulfur-, selenium-, and nitrogen-containing transition-metal 1,2-diheterolenes and polyheterotetraheterafulvalenes are described.Also, the preparation and properties of some conducting salts based on these compounds are briefly discussed.
NEW MOLECULAR CONDUCTORS: VARIATION ON THE BEDTTTF SKELETON
Laversanne, R.,Dupart, E.,Delhaes, P.
, p. 179 - 190 (2007/10/02)
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.
THE STUDY OF CHARGE TRANSFER COMPLEXES OF BEDT-TTF DERIVATIVES
Saito, Gunzi,Hayashi, Hitoshi,Enoki, Toshiaki,Inokuchi, Hiroo
, p. 341 - 344 (2007/10/02)
We have synthesized BEDT-TTF derivatives, which include eight sulfur atoms per molecule, and prepared several charge transfer (CT) complexes with TCNQs, p-quinones, and TCNEs in order to clarify the steric effect of substituents, R.Some of the CT complexes revealed high conductivities.
TWO-DIMENSIONAL CHARACTER OF CRYSTAL STRUCTURE OF ORGANIC CONDUCTOR, (BMDT-TTF)3PF6(1,2-DICHLOROETHANE)
Kato, Reizo,Kobayashi, Akiko,Sasaki, Yukiyoshi,Kobayashi, Hayao
, p. 993 - 996 (2007/10/02)
In the crystal of (BMDT-TTf)3PF6(1,2-dichloroethane) (BMDT-TTF=bis(methylenedithio)-tetrathiafulvalene), there are two crystallographically independent BMDT-TTf molecules whose molecular planes are approximately perpendicular to each other.This new type of molecular arrangement achieves the two-dimensional S...S network.
Variable-Temperature Photoelectron Spectral Study of 1,3-Dithiol-2-one and 4,5-Disubstituted 1,3-Dithiol-2-ones. Thermal Generation of 1,2-Dithiete, 3,4-Disubstituted 1,2-Dithietes, and Dialkyl Tetrathiooxalates
Schulz, Reinhard,Schweig, Armin,Hartke, Klaus,Koester, Joachim
, p. 4519 - 4528 (2007/10/02)
The thermal fragmentation of 1,3-dithiol-2-one, its 4,5-dimethyl,dicyano, monocyclic 4,5-dialkylthio (R4 = R5 = SCH3, SC2H5, SCH(CH3)2), and bicyclic alkylthio derivatives (R4,5 = SCH2S, S(CH2)2S, S(CH2)3S) was investigated by variable-temperature photoelectron spectroscopy and in part by the matrix-isolation technique and infrared spectroscopy.The photoelectron spectra of the reactive intermediates 1,2-dithiete, 3,4-dimethyl-1,2-dithiete, and diethyl tetrathiooxalate are presented and interpreted.The new reactive species are unambiguously identified by photoelectron spectral and quantum chemical means.In addition, the photoelectron spectra of the stable (i.e., isolable at room temperature) compounds 3,4-bis(trifluoromethyl)-1,2-dithiete, and diethyl tetrathiooxalate are discussed.The influence of substituents on the relative stabilities of the 1,2-dithiete vs. the 1,2-dithione structures is studied using the MNDO method.The theoretical as well as the experimental results show that 1,2-dithiete and 3,4-dimethyl-1,2-dithiete are thermodynamically favored above their 1,2-dithione counterparts.
