59065-21-3Relevant articles and documents
Characterization of a byproduct in the alkylation of DMIT: Alkylation on the least nucleophilic sulfur atom
Petersen, Bo M.,Bjernemose, Jens K.,Jeppesen, Jan O.
, p. 3099 - 3104 (2006)
It is generally accepted that the alkylation of (Et4N) 2-[Zn(DMIT)2] (1) is a very clean reaction that produces 4,5-bis(alkylthio)-1,3-dithiole-2-thiones 4 in very high yields. Although this procedure has been widely used, we have found that, in addition to the 4,5-bis(alkylthio)-1,3-dithiole-2-thione products 4, highly unexpected byproducts are formed during the alkylation reaction in which the thione functionalities of DMIT in (Et4N)2[Zn(DMIT)2] (1) are alkylated instead of the more reactive thiolate groups. These byproducts were identified as a novel type of compounds, namely bis(2-alkylthio-1,3- dithiol-1-ium-4,5-dithiolato)zinc compounds 3, being composed of two identical 2-alkylthio-1,3-dithiol-1-ium-4,5-dithiolate moieties coordinated to a single zinc(II) atom and were characterized by elemental analyses and different spectroscopic techniques as well as single-crystal X-ray structure analyses. A comparison of the physical properties of compounds 3 and (Et4N) 2[Zn(DMIT)2] (1) has been carried out. The outcome of these investigations revealed significant differences in the physical properties of these two systems. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Tetrathiapentalene derivatives with long alkyl chains
Kimura, Shinya,Kurai, Hiroyuki,Mori, Takehiko,Mori, Hatsumi,Tanaka, Shoji
, p. 59 - 65 (2001)
Bis-fused π-electron donors having alkylthio chains, CnTET-TTP (2-[4,5-bis(alkylthio)-1,3-dithiol-2-ylidene]-5- (4,5-ethylenedithio-1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalene; n = 2-4) have been synthesized. C2TET-TTP (1a) forms radical-cation salts with BF4- and ClO4-, which are metallic (σπ = 900-2500 S cm-1) down to helium temperatures. The I3 salts of C3TET-TTP (1b) and C4TET-TTP (1c) are semiconductive from room temperature (σ π = 0.041 and 0.025 S cm-1, respectively). (C2TET-TTP)2ClO4 has uniform stacks of the donors, and has an elliptical Fermi surface characteristic of two-dimensional metals. (C4TET-TTP)I3 is dimeric, and can be regarded as a band insulator. These crystal structures demonstrate the tendency that the long alkyl chains increase the anion content, and stabilize the usual stacking structure as well as the dimerization.
Sequential functionalisation of bis-protected tetrathiafulvalene-dithiolates
Simonsen, Klaus B.,Svenstrup, Niels,Lau, Jesper,Simonsen, Ole,Mork, Pernille,Kristensen, Gitte J.,Becher, Jan
, p. 407 - 418 (2007/10/03)
The utilisation of the 2-cyanoethyl group as a versatile protecting group for 2-thioxo-1,3-dithiole-4,5-dithiolates and tetrathiafulvalene-thiolates is reported. Mono deprotection of bis-protected 2-thioxo-1,3-dithiole-4,5-dithiolate and of bis-protected